Direct Synthesis of Sulfonylated Spiro[indole-3,3′-pyrrolidines]
by Silver-Mediated Sulfonylation of Acrylamides Coupled with Indole
Dearomatization

Dong, Wei; Qi, Lin; Song, Jin-Yan; Chen, Jia-Min; Guo, Jia-Xin; Shen, Song; Li, Li-Jun; Li, Wei; Wang, Li-Jing

doi:10.1021/acs.orglett.0c00158.s001

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Direct Synthesis of Sulfonylated Spiro[indole-3,3′-pyrrolidines] by Silver-Mediated Sulfonylation of Acrylamides Coupled with Indole Dearomatization

journal contribution

posted on 2020-02-19, 15:09 authored by Wei Dong, Lin Qi, Jin-Yan Song, Jia-Min Chen, Jia-Xin Guo, Song Shen, Li-Jun Li, Wei Li, Li-Jing Wang

A dearomative tandem spiro-cyclization reaction of N-[(1H-indol-3-yl)methyl]methacrylamide derivatives with sulfinate sodium in the presence of AgNO₃ and K₂CO₃ is reported, which produced sulfonylated spiro[indole-3,3′-pyrrolidines] in medium to excellent yields. The characteristics of this transformation contain good functional group tolerance and ease of operation.