Sulfur mediated allylic C-H alkylation of tri- and disubstituted olefins.
Sulfur mediated allylic C-H alkylation of tri- and disubstituted olefins.
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DOI：
10.1021/ol5031348
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发表时间：
2014-10
期刊：
影响因子：
5.2
通讯作者：
Gang Hu;Jiaxi Xu;Pingfan Li
中科院分区：
文献类型：
--
作者：
Gang Hu;Jiaxi Xu;Pingfan Li
开发了一种新型无过渡金属、硫介导的烯丙基C-H烷基化反应，通过一锅法，涉及简单烯烃和活化亚砜之间的类烯步骤，生成烯丙基锍中间体，以及随后在碱性条件下的[2,3]-σ重排步骤，得到烯丙基C-H烷基化产物。该方法适用于分子间和分子内方式的三取代和二取代烯烃底物。
A novel transition-metal-free, sulfur mediated allylic C-H alkylation reaction through a one-pot procedure involving an ene-like step between simple olefins and activated sulfoxides to generate allylic sulfonium intermediates, and a subsequent [2,3]-sigmatropic rearrangement step under basic conditions to give allylic C-H alkylation products, has been developed. This method is applicable to tri- and disubstituted olefin substrates in both inter- and intramolecular fashions.