Palladium-catalyzed reductive coupling of styrenes and organostannanes under aerobic conditions

被引:86
作者
Gligorich, Keith M. [1 ]
Cummings, Sarah A. [1 ]
Sigman, Matthew S. [1 ]
机构
[1] Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
关键词
D O I
10.1021/ja076746f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report a highly regioselective Pd-II-catalyzed reductive coupling of an alkene with an organostannane using a tandem alcohol oxidation under aerobic conditions. Both aryl- and vinylstannanes are competent coupling partners with a variety of styrene derivatives. Mechanistic experiments support a tandem alcohol oxidation/alkene functionalization process. The ability to trap a palladium hydride derived from alcohol oxidation with an alkene provides a fundamentally different approach to cross-coupling reactions.
引用
收藏
页码:14193 / +
页数:4
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