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Highly efficient nickel/phosphine catalyzed cross-couplings of diarylborinic acids with aryl tosylates and sulfamates  ( SCI-EXPANDED收录 EI收录)  

文献类型:期刊文献

中文题名:Highly efficient nickel/phosphine catalyzed cross-couplings of diarylborinic acids with aryl tosylates and sulfamates

英文题名:Highly efficient nickel/phosphine catalyzed cross-couplings of diarylborinic acids with aryl tosylates and sulfamates

作者:Ke HaiHua[1];Chen XiaoFeng[1];Feng YuanYuan[1];Zou Gang[1]

机构:[1]E China Univ Sci & Technol, Dept Fine Chem, Shanghai 200237, Peoples R China

年份:2014

卷号:57

期号:8

起止页码:1126

中文期刊名:Science China Chemistry

外文期刊名:SCIENCE CHINA-CHEMISTRY

收录:;EI(收录号:20143318073457);Scopus;WOS:【SCI-EXPANDED(收录号:WOS:000340084700012),CCR-EXPANDED(收录号:WOS:000340084700012)】;PubMed;

基金:This work was supported by the National Natural Science Foundation of China (20972049).

语种:英文

中文关键词:nickel; phosphine; cross-coupling; diarylborinic acid; aryl tosylate; aryl sulfamate

外文关键词:nickel; phosphine; cross-coupling; diarylborinic acid; aryl tosylate; aryl sulfamate

摘要:Highly efficient cross-couplings of diarylborinic acids with aryl tosylates and sulfamates are reported for construction of biaryls using a tri(4-methoxyphenyl)phosphine-supported nickel catalyst system: Ni[P(4-MeOC6H4)3]2Cl2/2P(4-MeOC6H4)3 in the presence of K3PO4·3H2O in toluene. A variety of unsymmetrical biaryls could be obtained in good to excellent yields with1.5–3 mol% or 3–5 mol% catalyst loadings for aryl sulfamates and tosylates, respectively. In sharp contrast to the conventional nickel-catalyzed Suzuki coupling with arylboronic acids, arylsulfamates unexpectedly displayed a higher reactivity than the corresponding tosylates in coupling with diarylborinic acids catalyzed by the nickel/phosphine catalyst system.
Highly efficient cross-couplings of diarylborinic acids with aryl tosylates and sulfamates are reported for construction of biaryls using a tri(4-methoxyphenyl)phosphine-supported nickel catalyst system: Ni[P(4-MeOC6H4)(3)](2)Cl-2/2P(4-MeOC6H4)(3) in the presence of K3PO4 center dot 3H(2)O in toluene. A variety of unsymmetrical biaryls could be obtained in good to excellent yields with 1.5-3 mol% or 3-5 mol% catalyst loadings for aryl sulfamates and tosylates, respectively. In sharp contrast to the conventional nickel-catalyzed Suzuki coupling with arylboronic acids, arylsulfamates unexpectedly displayed a higher reactivity than the corresponding tosylates in coupling with diarylborinic acids catalyzed by the nickel/phosphine catalyst system.

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