Visible-light promoted one-pot synthesis of sulfonated spiro[4,5]trienones from propiolamides, anilines and sulfur dioxide under transition metal-free conditions

Abstract

A novel visible-light promoted sulfonylation/ipso-cyclization of N-arylpropiolamides with arylamines and DABCO·(SO₂)₂ to synthesize various sulfonated spiro[4,5]trienones is reported. This sulfonylation/ipso-cyclization reaction proceeds via a radical process and undergoes arylsulfonyl radical formation, sulfonylation, and ipso-cyclization. The experimental results indicate that H₂O provides an oxygen atom for the construction of the carbonyl group.