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Visible-light promoted cascade cyanoalkylsulfonylation/ipso-cyclization of N-arylpropiolamides toward sulfonated spiro[4,5]trienones via SO2 insertion†
Xiwen Shan,Yu Gao,Yaru Lu,Rong Huang,Tengteng Sun,Kui Lu,Xia Zhao
Organic & Biomolecular Chemistry Pub Date : 05/20/2023 00:00:00 , DOI:10.1039/D3OB00557G
Abstract

A novel visible-light induced sulfonylation/ipso-cyclization of N-arylpropiolamides with cyclobutanone oxime esters and Na2S2O5 was reported. This protocol proceeded via a radical process. The wide substrate scope, sustainable metal-free conditions and readily accessible reagents make this protocol an efficient and green strategy for the synthesis of cyanoalkyl sulfonated spiro[4,5]trienones.

Graphical abstract: Visible-light promoted cascade cyanoalkylsulfonylation/ipso-cyclization of N-arylpropiolamides toward sulfonated spiro[4,5]trienones via SO2 insertion
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