Wang Junjian, Chen Jingrong, Tian Rongqiang, Duan Zheng
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.
Org Lett. 2022 Aug 26;24(33):6117-6121. doi: 10.1021/acs.orglett.2c01987. Epub 2022 Jul 7.
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.
