Experimental work demonstrates an oxidative radical approach to synthesize sulfonylated quinoline derivatives, suggesting innovative pathways for complex molecules.
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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Manna et al. (2026) studied this question.
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