Activation of CS with the 2-Phosphindole Complex to Construct P,S-Polycycles.

作者信息

Wang Junjian, Chen Jingrong, Tian Rongqiang, Duan Zheng

机构信息

College of Chemistry, Green Catalysis Center, International Phosphorus Laboratory, International Joint Research Laboratory for Functional Organophosphorus Materials of Henan Province, Zhengzhou University, Zhengzhou 450001, P. R. China.

出版信息

Org Lett. 2022 Aug 26;24(33):6117-6121. doi: 10.1021/acs.orglett.2c01987. Epub 2022 Jul 7.

DOI:10.1021/acs.orglett.2c01987

PMID:35796494

Abstract

The activation of CS by the 2-phosphindole complex with a low-coordinate phosphadiene moiety is reported. The successive hetero-Diels-Alder reaction between 2-phosphindoles and CS constructs two bridged rings and one spirocycle simultaneously, affording structurally complex P,S-polycyclic products. The two 2-phosphindoles approach the C═S bond in a head-to-head disposition to minimize steric hindrance. This work reveals the unique reactivity of low-coordinate organophosphorus species and their potential applications in small molecule activation.

摘要