As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch
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inquiryProduct Description Product website: http://www.finerchem.com/pro01en/id/47.html Product Name 4-Tolylboronic acid CAS No. 5720-05-
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inquiryWelcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our
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inquiryManufacturer supply 4-Tolylboronic acid CAS 5720-05-8 with attractive price Company profile Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical & its intermediates, Foo
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inquiryItems Standard Result Assay 98%min ----------------------------------------------------------------------------------------------
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inquiry4-Tolylboronic acid CAS No.:5720-05-8 Name: 4-Tolylboronic acid Synonyms: 4-Methylphenylboronic acid Molecular Structure Molecular
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inquiryhigh quality Appearance:White or off white powder Storage:Sealed, dry, microtherm , avoid light and smell Package:According to the demand of customer Application:Pharmaceutical intermediates Transportation:by air or by sea Port:shanghai
The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi
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inquiryHebei Yanxi Chemical Co., Ltd. is a professional research, development and production of lead acetate benzene acetamide enterprise backbone members by local well-known entrepreneurs and professional senior engineers in the party's "low car
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inquiryOur company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so
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inquiryWith our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufactu
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inquiryWITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et
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inquiryName: 4-Tolylboronic Acid Synonyms: 4-Methylbenzeneboronic acid CAS:5720-05-8 MF: C9H13N Appearance: white powder Storage:Store in cool and dry place, away from sun light. Package: 25kgs/drum Application:Syntheses Material Intermediates Transporta
1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:liquid Storage:Store in sealed containers at cool & dry plac
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inquiry4-Tolylboronic acid CAS: 5720-05-8 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic inte
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inquirytetrahydroxydiboron
trimethyl-p-tolylammonium iodide
4-methylphenylboronic acid
Conditions | Yield |
---|---|
In methanol at 15℃; for 3h; Microwave irradiation; | 98% |
Conditions | Yield |
---|---|
With lithium In tetrahydrofuran | 97.5% |
diisopropopylaminoborane
water
para-methylphenylmagnesium bromide
4-methylphenylboronic acid
Conditions | Yield |
---|---|
Stage #1: diisopropopylaminoborane; para-methylphenylmagnesium bromide In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Stage #2: water With hydrogenchloride In tetrahydrofuran at 0℃; for 0.583333h; Inert atmosphere; | 95% |
p-tolylboronic pinacol ester
4-methylphenylboronic acid
Conditions | Yield |
---|---|
With hydrogenchloride; polystyrene boronic acid In acetonitrile at 20℃; for 18h; | 94% |
Stage #1: p-tolylboronic pinacol ester With potassium hydrogen difluoride In methanol at 20℃; for 0.25h; Stage #2: With lithium hydroxide In acetonitrile at 20℃; for 20h; | 85% |
4-tolylboronic dimethyl ester
4-methylphenylboronic acid
Conditions | Yield |
---|---|
With hydrogenchloride In water | 91% |
With hydrogenchloride In tetrahydrofuran; water for 5h; | 55% |
With sulfuric acid In tetrahydrofuran |
Conditions | Yield |
---|---|
Stage #1: para-bromotoluene With iodine; magnesium In tetrahydrofuran at 70℃; for 1h; Stage #2: Triisopropyl borate In tetrahydrofuran at 0℃; for 1h; Temperature; Concentration; Time; | 91% |
With magnesium; ethylene dibromide In tetrahydrofuran at 40 - 60℃; for 6h; Inert atmosphere; | 58% |
Stage #1: para-bromotoluene With n-butyllithium In tetrahydrofuran; hexane at -78 - -10℃; Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at -78 - 20℃; | 52% |
With hydrogenchloride; n-butyllithium In tetrahydrofuran; hexane | |
Stage #1: para-bromotoluene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere; Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at 25℃; for 0.333333h; Inert atmosphere; |
4-methylphenylboronic acid
Conditions | Yield |
---|---|
With aluminum oxide; water at 70℃; for 0.25h; Microwave irradiation; | 90% |
With water; silica gel at 20℃; for 1h; Inert atmosphere; | 76% |
With water In tetrahydrofuran at 55℃; Kinetics; Reagent/catalyst; | |
With silica gel; sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃; |
Conditions | Yield |
---|---|
Stage #1: p-toluidine With hydrogenchloride; sodium nitrite In methanol; water at 0 - 5℃; for 0.5h; Stage #2: With tetrahydroxydiboron In methanol; water at 20℃; for 1h; | 90% |
Multi-step reaction with 3 steps 1.1: tetrafluoroboric acid / water / 0.17 h / 0 °C 1.2: 1 h / 0 °C 1.3: 20 °C / Inert atmosphere 2.1: 1 h / 0 - 20 °C / Inert atmosphere 3.1: hydrogenchloride / water View Scheme |
2,3-dihydro-2-(4-methylphenyl)benzo[d][1,3,2]diazaborinin-4(1H)-one
A
4-methylphenylboronic acid
B
anthranilic acid amide
Conditions | Yield |
---|---|
In 1,4-dioxane; water at 140℃; for 0.5h; Microwave irradiation; Sealed tube; | A 78% B 88% |
Trimethyl borate
para-methylphenylmagnesium bromide
4-methylphenylboronic acid
Conditions | Yield |
---|---|
In tetrahydrofuran dropwise addn. of p-tolylmagnesium bromide to borane at -70°C; stirred below -60°C for 1 h; hydrolyzed (sulfuric acid); filtration; sepn. of org. layer; extn. of aq. layer (ether); combined org. layer washed (H2O); dried (Na2SO4); concn. of soln.; crystn.; washed (hexane, H2O); IR; NMR; mass spectra; | 86% |
p-tolyl triflate
4-methylphenylboronic acid
Conditions | Yield |
---|---|
Stage #1: p-tolyl triflate With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; diisopropopylaminoborane; triethylamine; triphenylphosphine In tetrahydrofuran at 65℃; for 12h; Alcaraz-Vaultier borylation; Inert atmosphere; Stage #2: With methanol In tetrahydrofuran at 0℃; Inert atmosphere; Further stages; | 86% |
tributyl(p-tolyl)stannane
4-methylphenylboronic acid
Conditions | Yield |
---|---|
With borane; water In tetrahydrofuran for 1h; Heating; | 85% |
Conditions | Yield |
---|---|
Stage #1: para-bromotoluene With magnesium In tetrahydrofuran Heating; Stage #2: With Trimethyl borate In tetrahydrofuran; diethyl ether at 20℃; for 2h; Stage #3: With hydrogenchloride In tetrahydrofuran; diethyl ether for 1h; | 85% |
Stage #1: para-bromotoluene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.5h; Inert atmosphere; Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at -78 - 10℃; Inert atmosphere; | 85% |
With Trimethyl borate; iodine; magnesium In tetrahydrofuran | 80% |
Conditions | Yield |
---|---|
Stage #1: 4-tolyl iodide With diisopropopylaminoborane; triethylamine; triphenylphosphine; palladium dichloride In tetrahydrofuran at 65℃; for 12h; Alcaraz-Vaultier borylation; Inert atmosphere; Stage #2: With methanol In tetrahydrofuran at 0℃; Inert atmosphere; Further stages; | 84% |
(i) (UV-irradiation), BBr3, (ii) aq. NaOH; Multistep reaction; |
Trimethyl borate
Triisopropyl borate
para-bromotoluene
4-methylphenylboronic acid
Conditions | Yield |
---|---|
Stage #1: Triisopropyl borate; para-bromotoluene With magnesium; ethylene dibromide In tetrahydrofuran at 40 - 60℃; Inert atmosphere; Stage #2: Trimethyl borate In tetrahydrofuran for 6h; Inert atmosphere; Reflux; | 81% |
Conditions | Yield |
---|---|
With Mg; I2 In tetrahydrofuran | 80% |
Stage #1: para-bromotoluene With magnesium In diethyl ether for 3 - 4h; Reflux; Stage #2: Trimethyl borate In diethyl ether at -12 - 20℃; | 76% |
With magnesium In tetrahydrofuran 1) Mg, THF, reflux; 2) B(OMe)3, THF, -78 to 23°C; | 72% |
Conditions | Yield |
---|---|
Stage #1: p-toluidine With hydrogenchloride In water at 20℃; for 0.0166667h; Stage #2: With sodium nitrite In water at 0℃; for 0.25h; Stage #3: tetrahydroxydiboron With sodium acetate In water at 20℃; for 0.333333h; | 78% |
methanol
diisopropylamine borane
para-bromotoluene
4-methylphenylboronic acid
Conditions | Yield |
---|---|
Stage #1: diisopropylamine borane With magnesium; phenylmagnesium bromide In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: para-bromotoluene In tetrahydrofuran at 70℃; Stage #3: methanol Further stages; | 78% |
Conditions | Yield |
---|---|
With 1H-imidazole; iron(III) chloride at 20℃; for 0.25h; Inert atmosphere; | 76% |
With glass or Cs2CO3 In tetrahydrofuran; water Kinetics; hydrolysis at 55°C in THF/H2O in the presence of glass powder or Cs2CO3; not isolated; |
Conditions | Yield |
---|---|
In methanol at 15℃; for 3h; Microwave irradiation; | 76% |
With [{Pd(μ-Cl){κ2-P,C-P(iPr)2(OC6H3-2-Ph)}}2]; sodium acetate In dichloromethane; water at 40℃; for 6h; Inert atmosphere; | |
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); N-ethyl-N,N-diisopropylamine; triphenylphosphine In ethanol at 80℃; for 4h; Miyaura Borylation Reaction; Schlenk technique; Inert atmosphere; Sealed tube; | |
With potassium tert-butylate In methanol at 0 - 20℃; |
1-bromo-4-methoxy-benzene
diisopropylamine borane
para-bromotoluene
water
A
4-methylphenylboronic acid
B
4-methoxyphenylboronic acid
Conditions | Yield |
---|---|
Stage #1: diisopropylamine borane; para-bromotoluene With magnesium In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; Stage #2: 1-bromo-4-methoxy-benzene In tetrahydrofuran at 40℃; for 14h; Inert atmosphere; Stage #3: water In tetrahydrofuran Temperature; Inert atmosphere; | A 9% B 12% C 73% |
Conditions | Yield |
---|---|
With water In tetrahydrofuran slow addn. of 10 mmol of the Grignard reagent to a stirred soln. of borane in THF (40 mmol); the mixt. was poured into ice-water and acidified with 10% HCl;; extn. into ether three-times; the combined extracts were dried over NaSO4; removal of solvent under reduced pressure; trituration with petroleum ether; recrystn. from H2O;; | 71% |
4-methylphenylboronic acid
Conditions | Yield |
---|---|
Stage #1: Cedranediol p-tolylboronate With 2,2'-iminobis[ethanol] Stage #2: With hydrogenchloride for 0.5h; | 70% |
Trimethyl borate
para-bromotoluene
magnesium
4-methylphenylboronic acid
Conditions | Yield |
---|---|
With hydrogenchloride; water In tetrahydrofuran (Ar); stirring (-30°C), stirring (room temp., overnight), hydrolysis (0°C, water, 4M HCl), evapn. of the solvent, extn. (ether); evapn. of the solvent, recrystn. (water); elem. anal.; | 70% |
Triisopropyl borate
A
4-methylphenylboronic acid
B
di(p-tolyl)borinic acid
Conditions | Yield |
---|---|
With copper(I) iodide-lithium chloride In tetrahydrofuran at 20℃; Schlenk technique; Inert atmosphere; | A 67% B 15% |
Conditions | Yield |
---|---|
With copper(I) iodide-lithium chloride In tetrahydrofuran at 20℃; Reagent/catalyst; Schlenk technique; Inert atmosphere; | 63% |
4-trifluoromethylpyridine
A
2-(p-tolyl)-4-(trifluoromethyl)pyridine
B
4-methylphenylboronic acid
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; silver nitrate; trifluoroacetic acid In dichloromethane; water; water-d2 at 20℃; for 4h; Mechanism; Inert atmosphere; | A 60% B n/a |
Trimethyl borate
A
4-methylphenylboronic acid
B
di(p-tolyl)borinic acid
Conditions | Yield |
---|---|
With copper(I) iodide-lithium chloride In tetrahydrofuran at 20℃; Schlenk technique; Inert atmosphere; | A 52% B 18% |
Triisopropyl borate
para-chlorotoluene
A
4-methylphenylboronic acid
B
toluene
Conditions | Yield |
---|---|
With magnesium In tetrahydrofuran byproducts: Mg(2+); Electrolysis; electrolysis carried out in a single-compartment cell at room temp., starting materials dissolved in THF containing (CF3SO2)2NLi, solvent and excess B(OiPr)3 evaporated under vacuum, medium hydrolysed at 0°C with an HCl or H2SO4 soln.; extraction with Et2O (3 x 20 ml if the solvent evaporated or 3 x 60 ml otherwise), organic phase dried over sodium or magnesium sulfate and concentrated under vacuum, side product phenol formation avoided by work-up under inert atmosphere; | A 46% B n/a |
2-Chlorobenzonitrile
4-methylphenylboronic acid
2-Cyano-4'-methylbiphenyl
Conditions | Yield |
---|---|
With potassium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In n-heptane; water at 60℃; for 1.66667h; Suzuki Coupling; Inert atmosphere; | 100% |
With potassium carbonate In water; isopropyl alcohol at 100℃; for 7h; Catalytic behavior; Suzuki-Miyaura Coupling; Inert atmosphere; | 100% |
With bis({5-chloro-2-[(4-chlorophenyl)(hydroxyimino)methyl]phenyl})cyclodipalladachl-orane-1,3,4-tris(ylium)-2-uide; tetra(n-butyl)ammonium hydroxide; potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl-formamide at 130℃; for 0.666667h; Suzuki-Miyaura coupling; Microwave irradiation; | 99% |
4-methylphenylboronic acid
para-bromoacetophenone
4-acetyl-4'-methylbiphenyl
Conditions | Yield |
---|---|
With C23H35N4O4Pd(1+)*Br(1-); potassium carbonate In water at 100℃; for 1h; Suzuki-Miyaura Coupling; | 100% |
With potassium phosphate In N,N-dimethyl-formamide at 120℃; for 5h; Suzuki Coupling; | 100% |
With potassium carbonate In water at 80℃; for 10.5h; Suzuki-Miyaura Coupling; Green chemistry; | 100% |
Conditions | Yield |
---|---|
With air; palladium diacetate In methanol at 20℃; for 5h; | 100% |
With p-benzoquinone; (IPr)Pd(OAc)2(H2O) In methanol at 20℃; for 24h; | 100% |
With sodium hydroxide In water at 120 - 130℃; Microwave irradiation; | 99% |
4-methylphenylboronic acid
4-bromo-N-(3-methyl-5-isoxazolyl)benzenesulfonamide
4-(4-tolyl)-N-(3-methyl-5-isoxazolyl)benzenesulfonamide
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 80℃; for 24h; Suzuki coupling; | 100% |
With sodium carbonate; tetrakis (triphenylphosphine)palladium (O) In ethanol; toluene at 80℃; for 24h; biphasic mixture; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate; palladium dichloride In pyridine for 3h; Suzuki cross-coupling; Heating; | 100% |
With potassium carbonate; carbapalladacycle complex*periodic mesoporous organosilica for 24h; Suzuki coupling; Heating; | 100% |
With tetra-butylammonium acetate; Pd EnCat-30TM In ethanol at 120℃; for 0.166667h; Suzuki cross-coupling; microwave irradiation; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate In water at 80℃; Catalytic behavior; Suzuki-Miyaura Coupling; Green chemistry; | 100% |
With aluminum oxide; potassium fluoride; palladium at 100℃; for 4h; Suzuki reaction; | 99% |
With sodium hydroxide; tetrabutylammomium bromide; palladium on activated charcoal at 100℃; for 2h; Suzuki-Miyaura cross-coupling; | 99% |
Conditions | Yield |
---|---|
With sodium carbonate In ethanol; water at 80℃; for 0.166667h; Catalytic behavior; Suzuki-Miyaura Coupling; | 100% |
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling; | 99% |
With potassium phosphate tribasic trihydrate In ethanol; water at 60℃; for 0.166667h; Suzuki-Miyaura cross-coupling reaction; | 99% |
2-Pyridone
4-methylphenylboronic acid
1-(4-methylphenyl)-1,2-dihydropyridin-2-one
Conditions | Yield |
---|---|
With pyridine; 4 Angstroem MS; oxygen; copper diacetate In dichloromethane at 20℃; | 100% |
With pyridine; copper diacetate; 4 A molecular sieve In dichloromethane at 20℃; for 48h; Arylation; | 75% |
With copper diacetate; 4 A molecular sieve; triethylamine In pyridine; dichloromethane at 20℃; for 48h; Arylation; | 38% |
1-bromo-4-methoxy-benzene
4-methylphenylboronic acid
4-(4-tolyl)anisole
Conditions | Yield |
---|---|
With potassium carbonate; palladium dichloride In ethanol; water at 20℃; for 0.166667h; Suzuki-Miyaura reaction; | 100% |
With sodium carbonate; polystyrene-supported N-heterocyclic carbene-Pd catalyst In N,N-dimethyl-formamide at 20℃; for 24h; Suzuki reaction; | 99% |
With C28H38Cl2N2O6PdS2(2-)*2Na(1+); potassium carbonate In ethanol; water at 70℃; for 1.5h; Suzuki coupling; | 99% |
o-cyanobromobenzene
4-methylphenylboronic acid
2-Cyano-4'-methylbiphenyl
Conditions | Yield |
---|---|
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate In 1,4-dioxane; water at 50℃; for 5h; Suzuki-Miyaura Coupling; Inert atmosphere; | 100% |
With potassium carbonate; [1-cyclohexyl-3-(di-pyridin-2-yl-methyl)-urea][PdCl2] In water at 100℃; for 1h; Suzuki-Miyaura coupling; | 99% |
With potassium carbonate; palladium dichloride In water; N,N-dimethyl-formamide at 20℃; for 0.0833333h; Suzuki cross-coupling reaction; | 99% |
para-bromotoluene
4-methylphenylboronic acid
(4,4'-dimethyl-1,1'-biphenyl)
Conditions | Yield |
---|---|
With potassium carbonate; palladium dichloride In pyridine for 4h; Suzuki cross-coupling; Heating; | 100% |
With potassium phosphate; 3-(2,6-diisopropylphenyl)-1-(2-diphenylphosphanylbenzyl)-3H-imidazol-1-ium chloride; bis(η3-allyl-μ-chloropalladium(II)) In 1,4-dioxane at 80℃; for 12h; Suzuki cross-coupling; | 100% |
With potassium phosphate; [Pd(Ph2PCH2CH(CH3)O)2] In tetrahydrofuran; water at 20℃; for 5h; Suzuki cross-coupling reaction; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In water at 80℃; for 2h; Suzuki Coupling; | 100% |
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling; | 99% |
With water; triethylamine; Pd(OAc)2EnCatTM In N,N-dimethyl-formamide at 120℃; for 0.25h; Suzuki-Miyaura reaction; microwave irradiation; | 99% |
4-methylphenylboronic acid
trifluoro-methanesulfonic acid 4-diisopropylcarbamoyl-phenyl ester
N,N-diisopropyl-4'-methyl-[1,1'-biphenyl]-3-carboxamide
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; lithium chloride In ethanol; toluene Heating; | 100% |
Conditions | Yield |
---|---|
With chloroform; caesium carbonate; triphenylphosphine; palladium diacetate In toluene at 80℃; for 24h; | 100% |
[Rh(OH)(cod)]2; β‐cyclodextrin In water at 50℃; for 6h; Product distribution; Further Variations:; Catalysts; Reaction partners; Temperatures; | 99% |
With 1,5-cis,cis-cyclooctadiene; rhodium-grafted hydrotalcite In 1,4-dioxane at 100℃; for 4h; | 99% |
4-methylphenylboronic acid
benzyl chloride
1-methyl-4-(phenylmethyl)benzene
Conditions | Yield |
---|---|
With potassium phosphate; SP-4-[1,3-bis[2,6-diisopropylphenyl]-1,3-dihydro-2H-imidazol-2-ylidene]chloro[2-(1-methyl-1H-imidazol-2-yl-κN3)phenyl-κC]palladium(II) In ethanol at 60℃; for 2h; Suzuki-Miyaura Coupling; Inert atmosphere; | 100% |
With potassium phosphate tribasic trihydrate In ethanol at 80℃; for 0.166667h; Catalytic behavior; Suzuki-Miyaura Coupling; | 99% |
With C34H41Cl2N3OPd; potassium tert-butylate In water; isopropyl alcohol at 80℃; for 15h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate; palladium dichloride In ethanol; water at 20℃; for 0.25h; Suzuki-Miyaura reaction; | 100% |
With Pd/C; potassium carbonate In ethanol; water at 100℃; for 3h; Suzuki-Miyaura Coupling; | 95% |
With cetyltrimethylammonim bromide; sodium hydroxide In water at 25℃; for 1h; Catalytic behavior; Suzuki Coupling; Microwave irradiation; | 94% |
4-methylphenylboronic acid
1-(1,1-dimethylethyl) 3-ethyl 4-{[(trifluoromethyl)sulfonyl]oxy}-1,2,5,6-tetrahydropyridine-1,3-dicarboxylate
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water for 4h; Inert atmosphere; Reflux; | 100% |
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate In ethanol at 80℃; Suzuki-Miyaura cross-coupling; |
diphenyl diselenide
4-methylphenylboronic acid
4-tolyl phenyl selenide
Conditions | Yield |
---|---|
With Cu NPs/Ac In dimethyl sulfoxide at 20 - 100℃; for 4h; Sealed tube; Sonication; | 100% |
With [2,2]bipyridinyl; copper(l) iodide In water; dimethyl sulfoxide at 100℃; for 12h; | 98% |
With silver nitrate In 1,4-dioxane at 100℃; for 6h; | 96% |
Conditions | Yield |
---|---|
With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In toluene at 100℃; for 13h; Suzuki-Miyaura coupling; | 100% |
With potassium carbonate; PdCl2(PPh2(CH2)4PPh2) In toluene at 100℃; for 13h; Suzuki-Miyaura cross-coupling; | 100% |
4-methoxycarbonylphenyl bromide
4-methylphenylboronic acid
methyl 4-(4-tolyl)benzoate
Conditions | Yield |
---|---|
With potassium phosphate; second generation phosphine dendrimer-stabilized palladium In 1,4-dioxane for 20h; Suzuki coupling; Heating; | 100% |
With sodium carbonate; bis(dibenzylideneacetone)-palladium(0); C78H99N6P(6+)*6Br(1-) In methanol; water at 65℃; for 3h; Reactivity; Kinetics; Reagent/catalyst; Time; Suzuki-Miyaura cross-coupling; Inert atmosphere; | 100% |
With potassium phosphate tribasic heptahydrate In 1,4-dioxane for 20h; Suzuki coupling; Reflux; | 100% |
4-methylphenylboronic acid
Conditions | Yield |
---|---|
With sodium hydroxide In toluene | 100% |
With sodium hydroxide In water; toluene Reflux; |
Conditions | Yield |
---|---|
With potassium hydroxide; [{Rh(C2H4)2Cl}2]; (1-methyl-1-phenylethyl)cyclohexanol biphenol phosphite In 1,4-dioxane; water at 23℃; for 15h; | 100% |
With BF4(1-)*C68H44N2O4P2Rh(1+); water; potassium hydroxide In 1,4-dioxane at 60℃; for 1h; Anaerobic conditions; Combinatorial reaction / High throughput screening (HTS); optical yield given as %ee; enantioselective reaction; | 99% |
Stage #1: 4-methylphenylboronic acid With chlorobis(ethylene)rhodium(I) dimer; C21H26O4S In tetrahydrofuran at 60℃; for 0.5h; Inert atmosphere; Stage #2: cyclohexenone With potassium dihydrogenphosphate In tetrahydrofuran; water at 60℃; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
4-methylphenylboronic acid
Conditions | Yield |
---|---|
With tricyclohexylphosphine; tris(dibenzylideneacetone)dipalladium (0) In methanol at 100℃; for 5h; | 100% |
Conditions | Yield |
---|---|
With tricyclohexylphosphine; allyl(cyclopentadiene)palladium(II) In N,N-dimethyl-formamide at 80℃; for 1h; | 100% |
2-[4-(4-iodo-3,5-dimethyl-1H-pyrazol-1-yl)phenyl]ethanol
4-methylphenylboronic acid
Conditions | Yield |
---|---|
With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride In 1,2-dimethoxyethane; water for 16h; Heating / reflux; | 100% |
3-(6-bromo-quinolin-4-yloxy)-5,6-dimethyl-[2,2']bipyridine
4-methylphenylboronic acid
Conditions | Yield |
---|---|
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 70℃; for 3h; | 100% |
3-(7-bromo-quinolin-4-yloxy)-5,6-dimethyl-[2,2']bipyridine
4-methylphenylboronic acid
Conditions | Yield |
---|---|
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 70℃; for 1h; | 100% |
4-methylphenylboronic acid
Conditions | Yield |
---|---|
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 105℃; for 48h; | 100% |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 105℃; for 48h; Inert atmosphere; | 100% |
4-methylphenylboronic acid
2-chloro-6-phenyl-furo[2,3-b]pyrazine
C19H14N2O
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 100℃; for 0.166667h; Suzuki coupling; microwave irradiation; | 100% |
1-Chloro-4-iodobenzene
4-methylphenylboronic acid
4-chloro-4'-methylbiphenyl
Conditions | Yield |
---|---|
With potassium phosphate; tetrabutylammomium bromide In 1,4-dioxane; water at 120℃; for 2h; Suzuki Coupling; Inert atmosphere; | 100% |
With potassium carbonate In ethanol; water at 20℃; for 0.5h; Catalytic behavior; Suzuki-Miyaura Coupling; Irradiation; | 99% |
With sodium hydroxide In ethanol; water at 25℃; for 3h; Suzuki Coupling; | 94% |
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