A tunable electrosynthesis of sulfonyland bromo-substituted indolo[2,1-α]isoquinoline derivatives has been disclosed. In this reaction, a variety of easily available 2-aryl-N-acryloyl indoles can readily react with sulfonyl and/or bromine radicals, which are generated from arylsulfonyl hydrazides and potassium bromide respectively, to furnish the valuable sulfonyl-and bromo-substituted benzindolo-fused polycyclic compounds in moderate to good yields. Control experiment indicated that the reaction proceeds via a radical cascade cyclization pathway. This protocol features broad substrate scope and good functional group tolerance under transition metal-free and oxidant-free conditions.
A multicomponent carbonyl alkylative amination reaction is described. A variety of N-arylamines, aldehydes, and hydrocarbons have been examined as reaction substrates using tetrabutylammonium decatungstate as photocatalyst, providing the corresponding α-branched tertiary and secondary amines in good to moderate yields. The reaction proceeds through the generation of alkyl radicals by a light-promoted hydrogen atom transfer process followed by free radical addition to iminium ions generated in situ.
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