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Three-Component Synthesis of Pyrrolo/indolo[1,2- a]quinoxalines Substituted with o-Biphenylester/ N-arylcarbamate/ N-arylurea: A Domino Approach Involving Spirocyclic Ring Opening
S. Mandal,
Published in American Chemical Society
Volume: 86
Issue: 7
Pages: 5047 - 5064
A p-TsOH-mediated one-pot, three-component methodology has been developed for the synthesis of pyrrolo/indolo[1,2-a]quinoxalines substituted with o-biphenylester/N-arylcarbamate/N-arylurea at the C-4 position under open-air heating conditions. The protocol offers a transition-metal-free and external oxidant-free solvent-mediated pathway to afford a library of diversely substituted quinoxalines in moderate to good yields. Various water-miscible aliphatic alcohols and amines participate in the reactions both as solvent as well as reactant. X-ray crystal structure analysis suggests that some of the suitably substituted quinoxalines may exhibit atropisomerism at room temperature. © 2021 American Chemical Society.
About the journal
JournalData powered by TypesetJournal of Organic Chemistry
PublisherData powered by TypesetAmerican Chemical Society