Palladium-Catalyzed Borylation of Primary Alkyl Bromides

被引:67
作者
Joshi-Pangu, Amruta [1 ]
Ma, Xinghua [1 ]
Diane, Mohamed [1 ]
Iqbal, Sidra [1 ]
Kribs, Robert J. [1 ]
Huang, Richard [1 ]
Wang, Chao-Yuan [1 ]
Biscoe, Mark R. [1 ]
机构
[1] CUNY City Coll, Dept Chem, New York, NY 10031 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; CROSS-COUPLING REACTION; ARYL CHLORIDES; HYDROBORATIONS; HALIDES; SCOPE; FUNCTIONALIZATION; ACTIVATION; ACIDS;
D O I
10.1021/jo301156e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A mild Pd-catalyzed process for the borylation of alkyl bromides has been developed using bis(pinacolato)diboron as a boron source. This process accommodates the use of a wide range of functional groups on the alkyl bromide substrate. Primary bromides react with complete selectivity in the presence of a secondary bromide. The generality of this approach is demonstrated by its extension to the use of alkyl iodides and alkyl tosylates, as well as borylation reactions employing bis(neopentyl glycolato)diboron as the boron source.
引用
收藏
页码:6629 / 6633
页数:5
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