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Updated: Apr 16, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Photoinduced EDA-Complex-Mediated Radical Cascade toward Sulfonylated Quinoline-2,4-Diones
Supriya Manna1, Hirendra Nath Dhara1,2, Dinabandhu Barik1
1Department of Chemistry, Indian Institute of Technology Guwahati, North Guwahati 781039, India.
Abstract:
An electron donor-acceptor (EDA) complex-mediated oxidative radical addition/cyclization between o-cyanoarylacrylamides and thiosulfonates has been accomplished, providing direct access to sulfonylated quinoline-2,4(1H,3H)-diones. Mechanistic investigations suggest the EDA complexation between Et3N and thiosulfonate, followed by the in situ generation of R-SO2 radical, which adds to o-cyanoarylacrylamides. This is followed by cyclization, abstraction of a hydrogen atom from H2O, and imine hydrolysis to a keto group.
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