Issue 23, 2023

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

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

Supplementary files

Article information

Article type
Paper
Submitted
11 Apr 2023
Accepted
18 May 2023
First published
20 May 2023

Org. Biomol. Chem., 2023,21, 4823-4832

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

X. Shan, Y. Gao, Y. Lu, R. Huang, T. Sun, K. Lu and X. Zhao, Org. Biomol. Chem., 2023, 21, 4823 DOI: 10.1039/D3OB00557G

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