Carbopalladation of bromoene-alkynylsilanes: mechanistic insights and synthesis of fused-ring bicyclic silanes and phenols
Carbopalladation of bromoene-alkynylsilanes: mechanistic insights and synthesis of fused-ring bicyclic silanes and phenols
复制标题
DOI：
10.1039/c4qo00123k
复制
发表时间：
2014-01-01
影响因子：
5.4
通讯作者：
Anderson, Edward A.
中科院分区：
文献类型：
--
作者：
Cordonnier, Marie-Caroline A.;Kan, S. B. Jennifer;Anderson, Edward A.
钯催化的甲硅烷基化溴烯炔和烯基锡烷的级联环化提供了一系列双环甲硅烷基化环己二烯的直接路线。通过检测反应中间体、分离副产物和用VT NMR光谱监测反应，已经获得了对碳钯化和不寻常的钯介导的异构化方面的机理见解。双环产物的效用通过氧化成双环烯酮和酚来说明。
The palladium-catalyzed cascade cyclization of silylated bromoenynes and alkenylstannanes provides a straightforward route to a range of bicyclic silylated cyclohexadienes. Mechanistic insights into aspects of carbopalladation and unusual palladium-mediated isomerizations have been obtained through the detection of reaction intermediates, the isolation of byproducts, and reaction monitoring by VT NMR spectroscopy. The utility of the bicyclic products is illustrated through oxidation to bicyclic enones and phenols.