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inquiry4-Formylphenylboronic acid CAS No. 87199-17-5 Appearance: Off-white powder Purity (GC) : >98% Customization service Company Profile: Synchem is dedicated to custom synthesis and manufacturing services for small molecules. We serv
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inquiryProduct Description Product website: http://www.finerchem.com/pro01en/id/70.html Product Name 4-Formylphenylboronic acid CAS No. 87199-17-5
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inquiryHigh quality 4-Formylphenylboronic acid CAS 87199-17-5 with factory price Company profile Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical & its intermediates, Food/
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inquiry4-Formylphenylboronic acid CAS 87199-17-5 Description Purity: 99% Min Application: Intermediates Appearance: Powder Package: Bag Delivery: 3-5days Our Advantage & Service 1.Top quality: Using high quality material and establishing
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inquiry4-formylphenylboronic acid,
Conditions | Yield |
---|---|
With iron(III) chloride; water In tetrahydrofuran at 20℃; for 1h; | 97% |
With aluminum oxide; water at 70℃; for 0.25h; Microwave irradiation; | 92% |
With water; silica gel at 20℃; for 24h; Inert atmosphere; | 88% |
p-hydroxymethylphenylboronic acid
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 20℃; for 5h; Inert atmosphere; | 90% |
With o-iodoxybenzoic acid In dimethylsulfoxide reaction at room temp.; one phase-switch purification used; | 90% |
4-allylphenylboronic acid
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
With Triethoxysilane; iron(III) chloride In methanol for 12h; Reflux; | 88% |
2-(4-bromophenyl)-1,3-dioxane
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
Stage #1: 2-(4-bromophenyl)-1,3-dioxane With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 1h; Stage #2: With Trimethyl borate In tetrahydrofuran; pentane at -78 - 20℃; for 3h; Stage #3: With hydrogenchloride In tetrahydrofuran; water; pentane | 81% |
Stage #1: 2-(4-bromophenyl)-1,3-dioxane With magnesium; ethylene dibromide In tetrahydrofuran for 0.5h; Metallation; Heating; Stage #2: With Trimethyl borate In tetrahydrofuran at -78 - -45℃; for 7.5h; Grignard reaction; Stage #3: With hydrogenchloride; water for 0.25h; Hydrolysis; Heating; | 67% |
Stage #1: 2-(4-bromophenyl)-1,3-dioxane With magnesium; ethylene dibromide In tetrahydrofuran for 1.66667h; Stage #2: With Trimethyl borate In tetrahydrofuran for 0.666667h; Stage #3: With hydrogenchloride In water for 1h; Reflux; | 48% |
p-bromobenzaldehyde 1,3-dioxolane
Triisopropyl borate
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
Stage #1: p-bromobenzaldehyde 1,3-dioxolane With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Schlenk technique; Stage #2: Triisopropyl borate In tetrahydrofuran at -78 - 20℃; for 12h; Inert atmosphere; Schlenk technique; Stage #3: With hydrogenchloride In tetrahydrofuran; water at 20℃; for 3h; Inert atmosphere; Schlenk technique; | 78% |
With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 2h; Inert atmosphere; | 71% |
Stage #1: p-bromobenzaldehyde 1,3-dioxolane With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h; Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at 20℃; Stage #3: With hydrogenchloride In tetrahydrofuran; hexane at 20℃; for 2h; | 64% |
With hydrogenchloride; n-butyllithium In tetrahydrofuran; hexane n-C4H9Li/hexanes added dropwise to a soln. of 2-(4-bromophenyl)-1,3-dioxolane in THF at -78°C, stirred at -78°C for 45 min, B compd. added dropwise, warmed slowly to room temp. and stirred overnight, quenched with HCl at room temp. for 2 h; extd. (EtOAc), the combined org. layers washed (brine), dried (MgSO4), flash-chromd. (silica gel, EtOAc/petroleum ether, then MeOH); elem. anal.; | 64% |
boric acid tributyl ester
4-bromobenzaldehyde diethyl acetal
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
With Mg; aq. H2SO4; KOH In tetrahydrofuran; diethyl ether byproducts: BuOH, Mg(OH)2, MgBr2; dropwise addn. of the grignard compd. of the acetal in THF to mixt. of B(OC4H9)3 in THF (under N2, -68°C, under stirring), stirred after thawing (1 h), evapn. of volatiles (20°C, 1 Torr), addn. of 1 M H2SO4 to soln. of the residue in ether; extn. with ether, evapn. of ether (vac.), addn. of KOH to aq. phase, after addn. of water azeotropic distn. of H2O/ BuOH in vac., residue acidified with 1 M H2SO4, refluxed (30 min), filtered, cooling of the filtrate, recrystn. from hot H2O; elem. anal.; | 78% |
Conditions | Yield |
---|---|
With montmorillonite K10 at 25℃; for 24h; | 75% |
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
In water; dimethyl sulfoxide at 219.85℃; for 120h; | 72% |
Conditions | Yield |
---|---|
In dimethyl sulfoxide thermolysis of mixt. of boron compound, DMSO and water at 493 K, 5 d, cooling; filtration, evapn. in vac., washing with ethyl acetate, drying; | 72% |
p-bromobenzaldehyde 1,3-dioxolane
Trimethyl borate
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
Stage #1: p-bromobenzaldehyde 1,3-dioxolane With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere; Stage #2: Trimethyl borate In tetrahydrofuran; hexane at 20℃; for 1h; Inert atmosphere; | 63% |
p-bromobenzaldehyde 1,3-dioxolane
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
Stage #1: p-bromobenzaldehyde 1,3-dioxolane With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: With boric acid tributyl ester In tetrahydrofuran; hexane at -78℃; for 1h; | 54% |
Stage #1: p-bromobenzaldehyde 1,3-dioxolane With n-butyllithium In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere; Stage #2: With Triisopropyl borate In tetrahydrofuran at -78 - 20℃; for 1h; Inert atmosphere; Stage #3: With hydrogenchloride; water; sodium chloride In tetrahydrofuran for 0.5h; |
4-bromomethylphenylboronic acid
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
With hexamethylenetetramine |
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
With sulphurous acid |
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
With hydrogenchloride; water at 20℃; for 7h; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 89 percent / p-TsOH / toluene / 20 h / Heating 2.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -78 °C 2.2: tetrahydrofuran; hexane / 20 °C 2.3: 64 percent / aq. HCl / hexane; tetrahydrofuran / 2 h / 20 °C View Scheme |
4-bromobenzaldehyde diethyl acetal
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: nBuLi; B(O-iPr)3 / tetrahydrofuran; hexane / 20 °C 2: HCl; water / 7 h / 20 °C View Scheme |
4-bromo-benzaldehyde
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 89 percent / p-TsOH*H2O / ethanol / 20 °C 2: nBuLi; B(O-iPr)3 / tetrahydrofuran; hexane / 20 °C 3: HCl; water / 7 h / 20 °C View Scheme |
4-bromo-benzaldehyde
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 96 percent / BF3*OEt2 / toluene / 4.5 h / Heating 2.1: Mg; 1,2-dibromoethane / tetrahydrofuran / 0.5 h / Heating 2.2: B(OCH3)3 / tetrahydrofuran / 7.5 h / -78 - -45 °C 2.3: 67 percent / HCl; H2O / 0.25 h / Heating View Scheme |
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran N2; BuLi dropping into org. compd. soln. at -78°C, mixt. keeping 3 h, B-compd. soln. addn. dropwise at -78°C, mixt. allowing to warm to room temp. overnight , stirring 1 h with 10% HCl, extn. (Et2O); org. extracts washing (water), drying, solvent vac. removal; |
tris(4-dibromomethyl phenyl)boroxine
water
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
In water hydrolysis on boiling in SO2-satd. H2O (10min);; | |
In water hydrolysis on boiling in SO2-satd. H2O (10min);; |
m-tolylboronic acid
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: benzoyl peroxide / tetrachloromethane 2: benzoyl peroxide / tetrachloromethane 3: water View Scheme |
tris(4-bromomethyl phenyl)boroxine
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: benzoyl peroxide / tetrachloromethane 2: water View Scheme |
4-chlorobenzaldehyde
A
p-hydroxymethylphenylboronic acid
B
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
With tetrahydroxydiboron; (chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)); potassium acetate; XPhos In ethanol at 80℃; for 20h; Inert atmosphere; |
4-bromo-benzaldehyde
A
p-hydroxymethylphenylboronic acid
B
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
With tetrahydroxydiboron; (chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)); potassium acetate; XPhos In methanol at 80℃; for 4h; Inert atmosphere; |
4-bromo-benzaldehyde
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: toluene-4-sulfonic acid / toluene / 20 h / Reflux; Dean-Stark 2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C 2.2: 1 h / -78 °C View Scheme | |
With tetrahydroxydiboron; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); N-ethyl-N,N-diisopropylamine; triphenylphosphine In ethanol at 20℃; for 6h; Miyaura Borylation Reaction; Inert atmosphere; Sealed tube; | |
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / toluene / 24 h / Dean-Stark; Reflux 2: n-butyllithium / tetrahydrofuran; hexane / 2 h / 20 °C / Inert atmosphere View Scheme |
4-Vinylphenylboronic acid
B
4-formylphenylboronic acid,
C
4-Vinylphenol
Conditions | Yield |
---|---|
With [(hydrotris(3,5-diphenyl-pyrazol-1-yl)borate)FeII(benzilate)]; oxygen In benzene at 20℃; for 0.333333h; |
Trimethyl borate
4-bromobenzaldehyde diethyl acetal
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
Stage #1: 4-bromobenzaldehyde diethyl acetal With n-butyllithium In tetrahydrofuran; hexane at -30℃; Inert atmosphere; Flow reactor; Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -30℃; Inert atmosphere; Flow reactor; |
2,4,6-tris(4-bromophenyl)boroxin
N,N-dimethyl-formamide
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
Stage #1: 2,4,6-tris(4-bromophenyl)boroxin; N,N-dimethyl-formamide With n-butyllithium In tetrahydrofuran; hexane at -60 - 20℃; Inert atmosphere; Stage #2: With hydrogenchloride In tetrahydrofuran; hexane; water at 20℃; pH=2 - 3; | 112.4 g |
2,3-dimethyl-2,3-butane diol
4-formylphenylboronic acid,
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
Conditions | Yield |
---|---|
In tetrahydrofuran; toluene | 100% |
In diethyl ether at 20℃; cyclocondensation; | 100% |
Inert atmosphere; | 100% |
4-bromobenzenecarbonitrile
4-formylphenylboronic acid,
4-(4-cyanophenyl)-benzaldehyde
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In tetrahydrofuran; water at 80℃; Schlenk technique; Inert atmosphere; | 100% |
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In tetrahydrofuran; water at 80℃; Schlenk technique; Inert atmosphere; | 100% |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water Suzuki Coupling; Reflux; Inert atmosphere; | 100% |
4-formylphenylboronic acid,
4-bromopyridine hydrochloride
4-(pyridin-4-yl)benzaldehyde
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water for 4h; Suzuki Coupling; Reflux; Inert atmosphere; | 100% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; isopropyl alcohol; toluene for 7h; Inert atmosphere; Reflux; | 94% |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; isopropyl alcohol; toluene for 7h; Inert atmosphere; Reflux; | 84% |
2-bromo-pyridine
4-formylphenylboronic acid,
2-(4-formylphenyl)pyridine
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water for 8h; Suzuki coupling; Reflux; | 100% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 18h; Inert atmosphere; Reflux; | 100% |
Stage #1: 2-bromo-pyridine; 4-formylphenylboronic acid, With potassium carbonate In 1,4-dioxane; water for 0.5h; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water Inert atmosphere; Reflux; | 100% |
4-formylphenylboronic acid,
2'-(4-Methyl-piperazine-1-yl)-biphenyl-4-carboxaldehyde
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine)palladium (0) In ethanol; water at 90℃; for 18h; | 100% |
2-({4-[(4-fluorophenyl)amino]-1-piperidinyl}carbonyl)-3-pyridinyl trifluoromethanesulfonate
4-formylphenylboronic acid,
4-[2-({4-[(4-fluorophenyl)amino]-1-piperidinyl}carbonyl)-3-pyridinyl]benzaldehyde
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 50℃; Suzuki-Miyaura coupling; | 100% |
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 60℃; for 4h; | |
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 20 - 60℃; |
4-formylphenylboronic acid,
trimethyleneglycol
Conditions | Yield |
---|---|
In toluene at 135℃; for 5h; Inert atmosphere; Dean-Stark; | 100% |
In toluene for 12h; Reflux; |
4-formylphenylboronic acid,
ethylene glycol
4-(OCH2CH2O-B)C6H4C(H)=O
Conditions | Yield |
---|---|
In toluene for 2.5h; Reflux; | 100% |
In toluene for 8h; Reflux; | 43% |
In toluene 1:1 molar ratio, mixt. refluxed for 8 h; cooled, evapd., elem. anal.; | 43% |
2,6-dichloro-4-iodopyridine
4-formylphenylboronic acid,
4-(2,6-dichloropyridin-4-yl)benzaldehyde
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water for 4h; Suzuki Coupling; Reflux; Inert atmosphere; | 100% |
5-ethyl-3-iodo-2,5-dihydrofuran-2-one
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
With 1,1',1'',1'''-benzene-1,2,4,5-tetrayltetrakis(methylene)tetrakis-(piperidin-4-ol); palladium diacetate; potassium carbonate In ethanol; water at 20℃; for 0.25h; Suzuki-Miyaura Coupling; | 100% |
4-formylphenylboronic acid,
2,2-Dimethyl-1,3-propanediol
5,5-dimethyl-2-(4-formylphenyl)-1,3,2-dioxaborinane
Conditions | Yield |
---|---|
In benzene 4-formylphenylboronic acid and 2,2-dimethylpropane-1,3-diol were refluxed in benzene for 2 h 30 min; soln. was evapd. to dryness; | 99% |
In tetrahydrofuran at 20℃; for 0.166667h; Esterification; | 98% |
In tetrahydrofuran | 97% |
4-formylphenylboronic acid,
para-nitrophenyl bromide
4-(4'-nitrophenyl)benzaldehyde
Conditions | Yield |
---|---|
With bis(1,1'-ethylene-3,3'-divinylimidazole-2,2'-diylidene)nickel(II) dibromide dihydrate; potassium carbonate In water; N,N-dimethyl-formamide at 100℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; | 99% |
With potassium carbonate In ethanol; water at 50℃; for 19h; Reagent/catalyst; Suzuki-Miyaura Coupling; | 98% |
With potassium carbonate In ethanol; water at 80℃; for 0.166667h; Reagent/catalyst; Suzuki Coupling; | 95% |
4-formylphenylboronic acid,
2.3-butanediol
2-(4-formylphenyl)-4,5-dimethyl-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
With magnesium sulfate In ethyl acetate at 20℃; | 99% |
Conditions | Yield |
---|---|
With bis(1,1'-ethylene-3,3'-divinylimidazole-2,2'-diylidene)nickel(II) dibromide dihydrate; potassium carbonate In water; N,N-dimethyl-formamide at 100℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; | 99% |
With potassium carbonate In water; N,N-dimethyl-formamide at 30℃; for 4h; Suzuki-Miyaura Coupling; Irradiation; Inert atmosphere; | 98% |
With potassium phosphate In ethanol; water at 80℃; for 3h; Suzuki-Miyaura Coupling; | 98% |
Conditions | Yield |
---|---|
With potassium carbonate In ethanol; water at 50℃; for 19h; Reagent/catalyst; Suzuki-Miyaura Coupling; | 99% |
With potassium carbonate In ethanol; water at 50℃; for 19h; Suzuki Coupling; | 99% |
With potassium carbonate In ethanol; water at 60℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Suzuki-Miyaura Coupling; | 99% |
p-nitrobenzene iodide
4-formylphenylboronic acid,
4-(4'-nitrophenyl)benzaldehyde
Conditions | Yield |
---|---|
With palladium diacetate; 4-Ph2P-C6H4-2-N-glucosamine; sodium carbonate In tetrahydrofuran; ethanol; water at 60℃; for 1h; | 99% |
With polyhydroxylated phosphine; sodium carbonate; palladium diacetate In ethanol; water; toluene at 60℃; for 1h; | 99% |
With triethylamine In ethanol; water at 80℃; for 0.5h; Suzuki-Miyaura Coupling; Microwave irradiation; | 97% |
Conditions | Yield |
---|---|
With potassium carbonate In ethanol; water at 80℃; for 2h; Suzuki-Miyaura Coupling; | 99% |
With palladium diacetate In water; isopropyl alcohol at 27℃; for 1h; Suzuki-Miyaura Coupling; | 96% |
With C12H12Cl2N4O2Pd; caesium carbonate In water at 60℃; for 5h; Suzuki-Miyaura Coupling; | 90% |
4-tolyl iodide
4-formylphenylboronic acid,
4-(4-methylphenyl)benzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In ethanol; water at 80℃; for 0.166667h; Reagent/catalyst; Suzuki Coupling; | 99% |
With potassium carbonate In ethanol; water at 50℃; for 19h; Reagent/catalyst; Suzuki-Miyaura Coupling; | 92% |
With potassium carbonate In ethanol; water at 50℃; for 19h; Catalytic behavior; Suzuki Coupling; | 92% |
With sodium carbonate; 1,2-bis(2'-pyrazineethynyl)benzene palladium dichloride In water; acetonitrile at 70℃; for 6h; Suzuki coupling; | 89% |
4-formylphenylboronic acid,
1,7-dibromo-N,N'-bis(2,6-diisopropylphenyl)perylene-3,4:9,10-tetracarboxylic acid diimide
Conditions | Yield |
---|---|
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 70℃; for 15h; Inert atmosphere; | 99% |
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; benzene at 80℃; for 96h; Suzuki coupling; | 72% |
5-bromopyrimidine
4-formylphenylboronic acid,
4-(pyrimidin-5-yl)benzaldehyde
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 90℃; for 18h; Suzuki Coupling; | 99% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate monohydrate In 1,2-dimethoxyethane; water at 90℃; Suzuki Coupling; Inert atmosphere; |
4-formylphenylboronic acid,
bis-(σ-(4-formylphenyl))-tetrakis-μ-(caprolactamato)dirhodium(III)
Conditions | Yield |
---|---|
With sodium methylate; copper(I) trifluoromethanesulfonate benzene In methanol; dichloromethane room temp., 10 equiv. of 4-HOCC6H4B(OH)2, 15 mol% (CuOTf)2*C6H6, 10 equiv. of NaOMe, 12 h, in 4:1 CH2Cl2-MeOH; column chromy. on silica gel or recrystn. from react. soln. by titrn. with MeOH; | 99% |
With sodium methylate; copper(ll) sulfate pentahydrate In methanol; dichloromethane room temp., 10 equiv. of 4-HOCC6H4B(OH)2, 10 mol% CuSO4*5H2O, 10 equiv. of NaOMe, 12 h, in 4:1 CH2Cl2-MeOH; column chromy. on silica gel; | 95% |
1-Bromonaphthalene
4-formylphenylboronic acid,
4-(naphthalene-1-yl)benzaldehyde
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 24h; Inert atmosphere; Reflux; | 99% |
With potassium phosphate; sodium tetrachloropalladate(II); sodium dodecyl-sulfate In water at 100℃; for 0.0833333h; Suzuki coupling; | 90% |
With palladium diacetate; potassium carbonate In water; N,N-dimethyl-formamide at 100℃; for 8h; Suzuki-Miyaura cross-coupling; | 56 %Chromat. |
benzoimidazole
4-formylphenylboronic acid,
4-(1H-benzo[d]imidazol-1-yl)benzaldehyde
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; oxygen; copper(II) nitrate In methanol at 20℃; under 760.051 Torr; for 24h; | 99% |
With copper diacetate; tetrasodium meso-tetra(p-sulfonatophenyl)porphyrin In water at 50℃; for 4h; Chan-Lam Coupling; chemoselective reaction; | 81% |
pinanediol
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
In diethyl ether at 20℃; for 24h; Inert atmosphere; | 99% |
In diethyl ether (Ar); mixt. of boronic acid and pinandiol was stirred in Et2O at room temp. for 24 h; dried over MgSO4, concd., elem. anal.; | 99% |
(R)-1-(2-bromo-benzenesulfonyl)-2-methyl-pyrrolidine
4-formylphenylboronic acid,
2'-((R)-2-Methyl-pyrrolidine-1-sulfonyl)-biphenyl-4-carbaldehyde
Conditions | Yield |
---|---|
With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 2-Methyl-1,2-propanediol; ISOPROPYLAMIDE at 100℃; Suzuki Coupling; | 99% |
4-formylphenylboronic acid,
4-hydroxy-benzaldehyde
Conditions | Yield |
---|---|
With copper(II) ferrite; water; sodium hydroxide at 40℃; for 24h; Green chemistry; | 99% |
With N-ethyl-N,N-diisopropylamine In water; acetonitrile at 20℃; for 48h; Reagent/catalyst; Irradiation; Green chemistry; | 99% |
With N-ethyl-N,N-diisopropylamine In water; acetonitrile for 48h; Irradiation; | 99% |
4-formylphenylboronic acid,
4-fluoroaniline
Conditions | Yield |
---|---|
In toluene for 24h; Reflux; | 99% |
4-formylphenylboronic acid,
sodium 4-iodo-benzoate
4′-formyl-(1,1′-biphenyl)-4-carboxylic Acid
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate In water at 70℃; for 2h; | 99% |
3-Chloropyridine
4-formylphenylboronic acid,
4-(pyridin-3-yl)benzaldehyde
Conditions | Yield |
---|---|
Stage #1: 3-Chloropyridine; 4-formylphenylboronic acid, With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl In dodecane; butan-1-ol at 25℃; for 0.0833333h; Suzuki-Miyaura Coupling; Glovebox; Inert atmosphere; Stage #2: With cesiumhydroxide monohydrate In dodecane; water; butan-1-ol at 80℃; for 4h; Suzuki-Miyaura Coupling; Glovebox; Inert atmosphere; | 99% |
With Pd(Cy*Phine)2Cl2 ; potassium hydroxide In butan-1-ol at 100℃; for 1h; Suzuki-Miyaura Coupling; Glovebox; Inert atmosphere; Schlenk technique; | 91% |
N-(phenylmethyl)-di(p-toluenesulfonyl)amine
4-formylphenylboronic acid,
4-benzylbenzaldehyde
Conditions | Yield |
---|---|
With tetrakis(acetonitrile)palladium(II) tetrafluoroborate; potassium carbonate; bis[2-(diphenylphosphino)phenyl] ether In N,N-dimethyl-formamide at 60℃; for 1.5h; Inert atmosphere; | 99% |
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