Photoinduced copper-catalyzed three-component alkylarylation of alkenes involving C–S bond cleavage of sulfonium salts†

Hui Chen , Xuan Shang , Nan Jiang , Quan Zhou , Ke-Wen Tang , Long-Jin Zhong , Yu Liu
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Abstract

We report a novel visible-light-induced copper-catalyzed intermolecular 1,2-alkylarylation of alkenes with cyclic sulfonium salts and nucleophiles via selective C–S bond cleavage for the construction of thioether-containing 1,1-diarylalkanes. In this transformation, the remote aryl-thioether-containing aliphatic alkyl chains and nucleophiles are successively installed into the CC bond of alkenes through a radical relay coupling process in a single operation. Furthermore, the mild reaction conditions allow for good compatibility in the scope of styrenes, sulfonium salts and nucleophiles, as well as bioactive molecules and derivatives.

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光诱导铜催化烯烃的三组分烷基化,涉及硫盐的C-S键裂解
我们报道了一种新的可见光诱导铜催化的分子间1,2-烷基化与环磺酸盐和亲核试剂通过选择性C-S键裂解,以构建含硫醚的1,1-二芳基烷烃。在此转化过程中,通过自由基接力偶联过程,在一次操作中将远端芳基硫醚含脂肪族烷基链和亲核试剂依次安装到烯烃的C=C键上。此外,温和的反应条件允许在苯乙烯,磺胺盐和亲核试剂以及生物活性分子和衍生物的范围内具有良好的相容性。
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