A General Method for Suzuki-Miyaura Coupling Reactions Using Lithium Triisopropyl Borates

被引:59
|
作者
Oberli, Matthias A. [1 ]
Buchwald, Stephen L. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
ELECTROPHILIC DISPLACEMENT REACTIONS; BORONIC ACIDS; EFFICIENT SYNTHESIS; ARYL HALIDES; COMPLEXES; PROTODEBORONATION; CATALYST;
D O I
10.1021/ol302063g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Conditions for the Suzuki-Miyaura coupling of lithium triisopropyl borates are reported, as well as a procedure for a one-pot lithiation, borylation, and subsequent Suzuki-Miyaura coupling of various heterocycles with aryl halides. These borate species are much more stable toward protodeboronation than the corresponding boronic acids and can conveniently be stored on benchtop at room temperature.
引用
收藏
页码:4606 / 4609
页数:4
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