Capability on chemical synthesis 1. Beijing High-Tech Enterprises 2. Strong R&D Team 3. 8 years of experiences in R & D of high-tech Catalyst; 4. 5000 production techniques, 69 items of national patents, and 360 kinds of products on sal
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Cas:106-39-8
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inquiryhigh quality Appearance:Colorless liquid Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai
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inquiryProduct Description Name 4-Bromochlorobenzene CAS 106-39-8 Assay 99% Appearance
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inquiry4-bromochlorobenzene Identification Product name: 4-bromochlorobenzene Product name: 4-bromochlorob
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inquiry4-Chlorobromobenzene CAS: 106-39-8 Specification mp 64-67 °c(lit.) bp 196 °c(lit.) density 1.651 refractive index 1,496-1,498 fp 196°c storage temp. 2-8°c
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A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc
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inquiry106-39-8 factory best price 4-Bromochlorobenzene P-chlorobromobenzene is an important organic chemical raw material, which is mainly used as a solvent and also used in organic synthesis. The traditional method for synthesis of p-chlorobromobenzene h
Cas:106-39-8
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inquiryConditions | Yield |
---|---|
With dibenzo-18-crown-6; potassium bromide; copper(ll) bromide; 1,10-Phenanthroline; copper(I) bromide In acetonitrile at 20℃; for 0.333333h; Sandmeyer bromination; | 99% |
With N-Bromosuccinimide; tetrabutylammonium perchlorate In methanol; N,N-dimethyl-formamide at 20℃; for 3h; Sandmeyer Reaction; Electrochemical reaction; | 52% |
Conditions | Yield |
---|---|
With sulfuric acid; tetramethylammonium bromide at 120℃; for 3h; Product distribution; Further Variations:; Reagents; | 98% |
With sulfuric acid; potassium bromide at 60℃; for 2h; | 95% |
With Oxone; sodium bromide In water at 20℃; for 3h; regioselective reaction; | 90% |
p-Toluolsulfonylnitrit
A
bromochlorobenzene
B
N,N'-bis(p-toluenesulfonyl)hydroxylamine
Conditions | Yield |
---|---|
With 4-bromo-aniline; copper dichloride In acetonitrile at 25℃; for 1h; | A 93% B 83% |
4-bromo-aniline
A
bromochlorobenzene
B
N,N'-bis(p-toluenesulfonyl)hydroxylamine
Conditions | Yield |
---|---|
With p-toluenesulfonyl nitrite; copper dichloride In acetonitrile for 0.75h; | A 93% B n/a |
Conditions | Yield |
---|---|
With sodium nitrite In acetonitrile at 80℃; for 1h; Sealed tube; | 93% |
With N-Bromosuccinimide In acetonitrile at 81℃; for 8h; | 65% |
bromochlorobenzene
Conditions | Yield |
---|---|
In dimethyl sulfoxide Ambient temperature; | 92% |
4-bromo-2,4,6-trimethyldiphenyliodonium trifluoromethanesulfonate
bromochlorobenzene
Conditions | Yield |
---|---|
With copper(l) chloride In acetonitrile at 80℃; for 2h; | 89% |
(4-chlorophenyl)(mesityl)iodonium trifluoromethanesulfonate
bromochlorobenzene
Conditions | Yield |
---|---|
With copper(I) bromide In acetonitrile at 80℃; for 2h; | 85% |
Conditions | Yield |
---|---|
With N-chloro-succinimide; sodium nitrite In N,N-dimethyl-formamide at 20℃; for 6h; | 83% |
With tert.-butylnitrite; N-benzyl-N,N,N-triethylammonium chloride; copper dichloride; 10-camphorsulfonic acid In acetonitrile at 20℃; for 24h; Time; Solvent; | 43% |
Conditions | Yield |
---|---|
With methanesulfonic acid; tetrabutyl-ammonium chloride; copper In acetonitrile at 40℃; for 0.25h; | 82% |
potassium 4-bromophenyltrifluoroborate
bromochlorobenzene
Conditions | Yield |
---|---|
With trichloroisocyanuric acid In water; ethyl acetate at 20℃; for 1h; Open flask; | 81% |
4-chloro-aniline
A
bromochlorobenzene
B
N,N'-bis(p-toluenesulfonyl)hydroxylamine
Conditions | Yield |
---|---|
With p-toluenesulfonyl nitrite; copper(ll) bromide In acetonitrile at 25℃; for 0.0166667h; | A 79% B n/a |
Conditions | Yield |
---|---|
With phenylphosphorus tetrachloride at 160℃; | 78% |
bromochlorobenzene
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; copper In acetonitrile at 20℃; for 0.75h; Substitution; | 75% |
With tetrabutylammomium bromide In acetonitrile at 60℃; for 0.75h; Substitution; | 73% |
Multi-step reaction with 2 steps 1: 90 percent / aq. NaOH / 0.5 h / 0 - 5 °C 2: 82 percent / Bu4N(+)Cl(-); MeSO3H; Cu / acetonitrile / 0.25 h / 40 °C View Scheme |
bromochlorobenzene
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride; copper In acetonitrile at 20℃; Substitution; | 74% |
Conditions | Yield |
---|---|
With boron tribromide; dimethyl sulfoxide at 80℃; for 1h; | 72% |
4-chlorophenyldiazonium salt
bromochlorobenzene
Conditions | Yield |
---|---|
With tin(II); chloride; copper(II) nitrate In water for 0.5h; Ambient temperature; | 70% |
With copper(I) bromide |
Conditions | Yield |
---|---|
With N-Bromosuccinimide; sodium nitrite In N,N-dimethyl-formamide at 20℃; for 6h; | 68% |
With tert.-butylnitrite; tetrabutylammomium bromide; copper(I) bromide; 10-camphorsulfonic acid In acetonitrile at 20℃; for 24h; Reagent/catalyst; Time; Solvent; | 61% |
With tert.-butylnitrite; tetrabutylammomium bromide; toluene-4-sulfonic acid; copper(ll) bromide In acetonitrile at 20℃; for 23h; | 58% |
2-methylenesuccinic acid
(4-bromophenyl)diazonium chloride
A
bromochlorobenzene
B
C11H10BrClO4
Conditions | Yield |
---|---|
With copper(II) choride dihydrate In [(2)H6]acetone; water at 25℃; for 2.5h; Meerwein Arylation; | A n/a B 62% |
Conditions | Yield |
---|---|
With N-Bromosuccinimide; iron(III) chloride In acetonitrile for 2h; | A 57% B 38% |
With potassium bromate In sulfuric acid; acetic acid for 1h; Heating; Yields of byproduct given; | A 52% B n/a |
With potassium bromate In sulfuric acid; acetic acid for 1h; Heating; Yield given; | A 52% B n/a |
Conditions | Yield |
---|---|
With lead(IV) acetate; tin(IV) chloride In dichloromethane for 20h; | 56% |
With thallium chloride at 100℃; durch Chlorierung; | |
With iron(III) chloride |
1-(4-chlorophenyl)silatrane
bromochlorobenzene
Conditions | Yield |
---|---|
With N-Bromosuccinimide In dichloromethane for 8h; Ambient temperature; | 52% |
Trichloroethylene
(4-bromophenyl)diazonium chloride
A
bromochlorobenzene
B
1-Brom-4-<1,2,2,2-tetrachlor-ethyl>-benzol
Conditions | Yield |
---|---|
With potassium chloride; copper dichloride In water; acetone | A n/a B 52% |
(4-bromophenyl)diazonium chloride
A
bromochlorobenzene
B
1-Brom-4-<1,2,2,2-tetrachlor-ethyl>-benzol
Conditions | Yield |
---|---|
With Trichloroethylene; potassium chloride; copper dichloride In water; acetone | A n/a B 52% |
C7H6ClN7
bromochlorobenzene
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; trifluoroacetic acid In acetonitrile at 70 - 80℃; | 40% |
p-chlorobenzenediazonium tetrafluoroborate
A
bromochlorobenzene
B
1-Chloro-4-fluorobenzene
C
chlorobenzene
Conditions | Yield |
---|---|
With trimethylsilyl bromide; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; copper(I) bromide at 70℃; Schiemann reaction; | A 4% B 61 % Chromat. C 35% |
Conditions | Yield |
---|---|
With tert-Butyl thionitrate; Bromoform for 0.5h; Heating; | 25% |
Conditions | Yield |
---|---|
With bromine trifluoride; bromine at 0 - 10℃; | A 25% B 5% |
Conditions | Yield |
---|---|
With bromine; mercury(II) oxide In nitrobenzene at 180 - 185℃; for 2h; | 22% |
Conditions | Yield |
---|---|
With [Pd{C6H4(CH2N(CH2Ph)2)}(μ-Br)]2; potassium carbonate In 1-methyl-pyrrolidin-2-one at 130℃; for 3h; Microwave irradiation; chemoselective reaction; | 100% |
Stage #1: bromochlorobenzene With tert.-butyl lithium In diethyl ether at -78℃; Stage #2: In diethyl ether Stage #3: With Duroquinone In diethyl ether | 96% |
With potassium carbonate In N,N-dimethyl-formamide for 0.666667h; | 96% |
Conditions | Yield |
---|---|
With potassium hydroxide; hydrogen; palladium on activated charcoal; Aliquat 336 In water at 50℃; for 0.833333h; | 100% |
With di-tert-butyl peroxide; caesium carbonate; isopropyl alcohol at 120℃; for 3h; Inert atmosphere; | 93 %Chromat. |
With ammonium formate In methanol at 20℃; for 16h; |
Conditions | Yield |
---|---|
With potassium carbonate In ethanol at 80℃; for 36h; Suzuki-Miyaura Coupling; Inert atmosphere; | 100% |
With C28H38Cl2N2O6PdS2(2-)*2Na(1+); tetrabutylammomium bromide; potassium carbonate In water at 75℃; Suzuki coupling; Inert atmosphere; | 99% |
With Br(1-)*C28H29BrN5O2Pd(1+); potassium carbonate In methanol; water at 100℃; for 3h; Suzuki-Miyaura coupling; | 99% |
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; sodium t-butanolate In 1,3,5-trimethyl-benzene for 24h; Inert atmosphere; Reflux; | 100% |
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 80℃; | 90.7% |
With tris-(dibenzylideneacetone)dipalladium(0); johnphos; sodium t-butanolate In toluene at 100℃; for 24h; Buchwald-Hartwig Coupling; Sealed tube; Inert atmosphere; | 79% |
bromochlorobenzene
tert-butyl 1,4-diazepine-1-carboxylate
tert-butyl 4-(4-chlorophenyl)-1,4-diazepane-1-carboxylate
Conditions | Yield |
---|---|
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene for 23h; Heating / reflux; | 100% |
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene for 23h; Heating / reflux; | 100% |
bromochlorobenzene
potassium 3-aminothiophene-2-carboxylate
3-amino-2-(4-chlorophenyl)thiophene
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; tetrabutylammomium bromide; palladium dichloride In 1-methyl-pyrrolidin-2-one at 100℃; Inert atmosphere; | 100% |
With 1,1'-bis-(diphenylphosphino)ferrocene; tetrabutylammomium bromide; palladium dichloride In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide at 80℃; for 16h; Inert atmosphere; | 77% |
4-tributylstannanyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester
bromochlorobenzene
4-(4-Chloro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0) In toluene at 120℃; for 17h; | 100% |
bromochlorobenzene
tert-butyl (3aR,6aS)-5-methylene-1,3,3a,4,6,6a-hexahydrocyclopenta[c]pyrrole-2-carboxylate
Conditions | Yield |
---|---|
Stage #1: tert-butyl (3aR,6aS)-5-methylene-1,3,3a,4,6,6a-hexahydrocyclopenta[c]pyrrole-2-carboxylate With 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran at 65℃; for 1h; Stage #2: bromochlorobenzene With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In tetrahydrofuran; 1,4-dioxane; water at 65℃; for 48h; | 100% |
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride In 2-pentanol at 100℃; for 57h; Inert atmosphere; | A 0.8% B 99.2% |
In 1,2-dimethoxyethane at 85℃; Product distribution; var. solvents; var. times; Ni from NiI2 or NiBr2; | |
With nickel In 1,2-dimethoxyethane at 85℃; for 20h; | A 61 % Chromat. B 32 % Chromat. |
Conditions | Yield |
---|---|
Stage #1: bromochlorobenzene With iodine; magnesium In diethyl ether Inert atmosphere; Reflux; Stage #2: allyl bromide In diethyl ether at 0 - 20℃; for 2.08333h; Inert atmosphere; | 99% |
(i) Mg, Et2O, (ii) /BRN= 605308/; Multistep reaction; | |
Stage #1: bromochlorobenzene With iodine; magnesium In diethyl ether for 2h; Reflux; Inert atmosphere; Stage #2: allyl bromide In diethyl ether at 20℃; Cooling with ice; Inert atmosphere; |
bromochlorobenzene
triethyl phosphite
diethyl (4-chlorophenyl)phosphonate
Conditions | Yield |
---|---|
With tri-n-propylamine; tetrabutylammomium bromide; palladium dichloride In water at 100℃; for 4h; Green chemistry; chemoselective reaction; | 99% |
With triethylamine In water at 100℃; for 5h; Green chemistry; | 92% |
With triethylamine In water at 100℃; for 5h; Arbuzov Reaction; Green chemistry; | 91% |
bromochlorobenzene
acrylic acid n-butyl ester
butyl p-chlorocinnamate
Conditions | Yield |
---|---|
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; tetrabutylammomium bromide; triethylamine In N,N-dimethyl-formamide at 140℃; for 20h; Reagent/catalyst; Heck Reaction; Sealed tube; Inert atmosphere; Schlenk technique; | 99% |
With potassium carbonate at 120℃; for 2.25h; Catalytic behavior; Heck Reaction; | 98% |
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 3h; Catalytic behavior; Heck Reaction; | 97% |
bromochlorobenzene
2-(6-bromo-pyridin-2-yl)-4-methylpyrimidine
Conditions | Yield |
---|---|
Stage #1: bromochlorobenzene With n-butyllithium In tetrahydrofuran Dehalogenation; Stage #2: With zinc(II) chloride In diethyl ether at 20℃; Metallation; Stage #3: 2-(6-bromo-pyridin-2-yl)-4-methylpyrimidine; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; diethyl ether for 2h; Substitution; Heating; | 99% |
styrene
bromochlorobenzene
A
(E)-1-(4-chlorophenyl)-2-phenylethene
B
1-(4-chlorophenyl)-1-phenylethene
Conditions | Yield |
---|---|
With sodium carbonate; Pd-montmorillonite In 1-methyl-pyrrolidin-2-one at 150℃; for 2h; Heck reaction; | A 99% B n/a |
With 1-methyl-pyrrolidin-2-one; sodium acetate; palladium diacetate at 135℃; for 15h; Heck reaction; | |
With sodium acetate; PdCl2[2-[(1-MeS-S)-3-[(Ph2P-P)oxy]propyl]-N,N-Me2-aniline] In N,N-dimethyl-formamide at 130℃; for 24h; Heck reaction; Title compound not separated from byproducts; | |
With tetrabutyl-ammonium chloride; sodium carbonate; Pd-MCM-41 In 1-methyl-pyrrolidin-2-one at 150℃; for 6h; Heck coupling; Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With potassium carbonate In water at 50℃; for 0.333333h; Suzuki Coupling; | 99% |
With sodium carbonate at 80℃; for 0.333333h; Green chemistry; | 98% |
With potassium carbonate at 100℃; for 1h; Catalytic behavior; | 97% |
Conditions | Yield |
---|---|
With copper(l) iodide; potassium carbonate; heptakis(6-amino-6-deoxy)-β-cyclodextrin In dimethyl sulfoxide at 110℃; for 24h; Sealed tube; | 99% |
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 8h; chemoselective reaction; | 98% |
With copper(I) oxide; potassium phosphate; N1,N2-bis(furan-2-ylmethyl)oxalamide In dimethyl sulfoxide at 120℃; for 24h; | 97% |
Conditions | Yield |
---|---|
Stage #1: ortho-nitrobenzoic acid With potassium carbonate In various solvent(s) at 120℃; for 0.5h; Stage #2: bromochlorobenzene With 1,10-Phenanthroline; copper(l) iodide In various solvent(s) at 160℃; for 24h; Further stages.; | 99% |
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N,N-dimethyl-aniline; silver carbonate; palladium dichloride at 150℃; for 2h; | 35% |
Stage #1: ortho-nitrobenzoic acid; copper(II) carbonate In 1-methyl-pyrrolidin-2-one Stage #2: bromochlorobenzene; bis(acetylacetonato)palladium(II); triphenylphosphine In 1-methyl-pyrrolidin-2-one at 120℃; for 24h; Product distribution / selectivity; | 9 %Chromat. |
bromochlorobenzene
4-methylphenylboronic acid
4-chloro-4'-methylbiphenyl
Conditions | Yield |
---|---|
With 2C60H80NaO12*Cl6Pd2; potassium carbonate In methanol; water at 20℃; for 0.166667h; Suzuki coupling; | 99% |
With sodium hydroxide In ethanol; water at 25℃; for 4.5h; Suzuki Coupling; | 98% |
With sodium carbonate In 1-methyl-pyrrolidin-2-one at 100℃; for 10h; Suzuki-Miyaura Coupling; Inert atmosphere; | 98% |
bromochlorobenzene
acrylic acid methyl ester
A
methyl 3-(4-chlorophenyl)propenoate
B
methyl 2-(4-chlorophenyl)acrylate
Conditions | Yield |
---|---|
With sodium carbonate; Pd-montmorillonite In 1-methyl-pyrrolidin-2-one at 150℃; for 2h; Heck reaction; | A 99% B n/a |
Conditions | Yield |
---|---|
palladium diacetate In water; N,N-dimethyl-formamide at 20℃; for 5h; | 99% |
With C24H25Cl3FeN3PPd*C3H6O In ethanol; water at 80℃; for 3h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Sealed tube; | 89% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 12h; | 99% |
With potassium carbonate In N,N-dimethyl-formamide at 110℃; | 97% |
With copper(l) iodide; iron(III)-acetylacetonate; potassium carbonate In N,N-dimethyl-formamide at 135℃; for 12h; Inert atmosphere; | 93% |
bromochlorobenzene
C17H20N2O4S
1-[1-(4-chlorophenyl)-2-methoxyvinyl]-4-methoxybenzene
Conditions | Yield |
---|---|
Stage #1: C17H20N2O4S With tris(dibenzylideneacetone)dipalladium (0); lithium tert-butoxide; XPhos In 1,4-dioxane for 0.0166667h; Inert atmosphere; Stage #2: bromochlorobenzene In 1,4-dioxane at 90℃; for 14h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With 1,2,3,4-tetrahydroquinolin-8-ol; caesium carbonate; copper(I) bromide In N,N-dimethyl-formamide at 130℃; for 48h; Inert atmosphere; chemoselective reaction; | 99% |
Conditions | Yield |
---|---|
With triisopropoxytitanium(IV) chloride; phenyllithium In diethyl ether; cyclohexane at -78 - 20℃; for 0.25h; Inert atmosphere; enantioselective reaction; | 99% |
Stage #1: bromochlorobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: With titanium(IV) isopropylate; magnesium bromide In tetrahydrofuran; diethyl ether; hexane for 0.5h; Inert atmosphere; Stage #3: benzaldehyde With titanium(IV) isopropylate; (R)-3-(3,5-diphenylphenyl)-2,2'-dihydroxy-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl In diethyl ether; dichloromethane at 0℃; for 3h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 80% |
Multi-step reaction with 2 steps 1.1: C36H31F2N2(1+)*BF4(1-); copper(l) chloride; sodium trimethylsilanolate / toluene / 0.42 h / 25 °C / Inert atmosphere; Sealed tube 1.2: 3 h / 60 °C / Inert atmosphere; Sealed tube 2.1: tetrabutyl ammonium fluoride / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
With palladium diacetate; sodium t-butanolate; nixantphos In N,N-dimethyl-formamide at 24℃; for 12h; Heck Reaction; Inert atmosphere; | 99% |
With [(N,N'-bis-(2,6-di(isopropyl)phenyl)imidazolidin-2-ylidene)Pd(allyl)]2(μ2-trans-4,4'-bipyridylethylene)(BF4)2; lithium tert-butoxide In 1,2-dimethoxyethane at 10℃; for 12h; Catalytic behavior; Reagent/catalyst; Sealed tube; | 94% |
With palladium diacetate; copper(II) acetate monohydrate; potassium carbonate; triphenylphosphine In toluene for 3h; Reflux; under air; | 87% |
With n-butyllithium; palladium diacetate; C45H35P2(1+)*CF3O3S(1-); caesium carbonate In dimethyl sulfoxide at 50℃; for 14h; Inert atmosphere; | 85% |
Conditions | Yield |
---|---|
With copper(l) chloride; potassium hydroxide at 90℃; for 8h; Neat (no solvent); | 99% |
Conditions | Yield |
---|---|
With palladium diacetate; N-picolinoylcyclohexylamine; potassium hydrogencarbonate In tert-Amyl alcohol at 150℃; for 24h; | 99% |
bromochlorobenzene
3-(methylsulphinyl)thiophene
Conditions | Yield |
---|---|
With di(1-adamantyl)-n-butylphosphine; cesium acetate; bis(dibenzylideneacetone)-palladium(0) at 100℃; for 12h; Inert atmosphere; regioselective reaction; | 99% |
Conditions | Yield |
---|---|
With chloro(2’-amino-1,1’-biphenyl-2-yl)palladium(II) dimer; C60H54NO5P; sodium hydride In toluene at 80℃; for 12h; Inert atmosphere; enantioselective reaction; | 99% |
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