Catalyst-Controlled 1,2-and 1,1-Arylboration of -Alkyl Alkenyl Arenes

被引:79
作者
Bergmann, Allison M. [1 ]
Dorn, Stanna K. [1 ]
Smith, Kevin B. [1 ]
Logan, Kaitlyn M. [1 ]
Brown, M. Kevin [1 ]
机构
[1] Indiana Univ, Dept Chem, 800 E Kirkwood Ave, Bloomington, IN 47405 USA
关键词
carboboration; copper; cross-coupling; homogeneous catalysis; palladium; CROSS-COUPLING REACTIONS; ENANTIOSELECTIVE ARYLBORATION; REGIOSELECTIVE ARYLBORATION; ARYL BROMIDES; TERTIARY; COPPER; COMPLEXES; REAGENTS; 1,1-DIARYLATION; SECONDARY;
D O I
10.1002/anie.201812533
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two methods are reported for the 1,2- and 1,1-arylboration of -methyl vinyl arenes. In the case of 1,2-arylboration, the formation of a quaternary center occurred through a rare cross-coupling reaction of a tertiary organometallic complex. 1,1-Arylboration was enabled by catalyst optimization and occurred through a -hydride elimination/reinsertion cascade. Enantioselective variants of both processes are presented as well as mechanistic investigations.
引用
收藏
页码:1719 / 1723
页数:5
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