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通过选择性C-S键断裂实现芳基锍盐与二芳基膦的多种C-P交叉偶联反应。

Diverse C-P Cross-Couplings of Arylsulfonium Salts with Diarylphosphines via Selective C-S Bond Cleavage.

作者信息

Ye Yun, Zhu Jie, Huang Yinhua

机构信息

College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 311121, China.

出版信息

Org Lett. 2021 Mar 19;23(6):2386-2391. doi: 10.1021/acs.orglett.1c00748. Epub 2021 Mar 10.

DOI:10.1021/acs.orglett.1c00748
PMID:33688733
Abstract

Diverse C-P cross-couplings of arylthianthrenium salts with diarylphosphines producing various triarylphosphines via highly selective C-S bond cleavage are reported. In the absence of catalyst, the reaction of arylthianthrenium salts with diarylphosphines undergoes phosphinative ring opening exclusively via the cleavage of an endocyclic C-S bond of a thianthrene skeleton. The use of a palladacycle catalyst under otherwise the same conditions enables the phosphination via the cleavage of an exocyclic C-S bond with significantly higher speed.

摘要

报道了芳基噻蒽鎓盐与二芳基膦的多种C-P交叉偶联反应,通过高度选择性的C-S键裂解生成各种三芳基膦。在没有催化剂的情况下,芳基噻蒽鎓盐与二芳基膦的反应仅通过噻蒽骨架的内环C-S键裂解进行膦化开环反应。在其他条件相同的情况下,使用钯环催化剂能够通过外环C-S键的裂解以显著更高的速度进行膦化反应。

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