Palladium-catalyzed reductive coupling of styrenes and organostannanes under aerobic conditions
Palladium-catalyzed reductive coupling of styrenes and organostannanes under aerobic conditions
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DOI：
10.1021/ja076746f
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发表时间：
2007-11-21
影响因子：
15
通讯作者：
Sigman, Matthew S.
中科院分区：
文献类型：
--
作者：
Gligorich, Keith M.;Cummings, Sarah A.;Sigman, Matthew S.
我们报告了一个高度区域选择性的钯-II催化的还原偶联的烯烃与有机锡烷使用串联醇氧化在有氧条件下。芳基锡烷和乙烯基锡烷都是与各种苯乙烯衍生物的有效偶联伙伴。机理实验支持串联的醇氧化/烯烃官能化过程。捕获由醇与烯烃氧化得到的氢化钯的能力为交叉偶联反应提供了一种根本不同的方法。
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.