Synthesis of diverse isatins via ring contraction of 3-diazoquinoline-2,4-diones?

RSC Advances Pub Date: 2016-07-06 DOI: 10.1039/C6RA13585D

Abstract

An efficient synthesis of diverse isatin derivatives was accomplished by a copper-mediated reaction of 3-diazoquinoline-2,4-diones via ring contraction through domino Wolff rearrangement, decarboxylation, bromination, substitution, and dehydration. This protocol has several advantages as a one-pot procedure, with functional group tolerance, and high yield.

Graphical abstract: Synthesis of diverse isatins via ring contraction of 3-diazoquinoline-2,4-diones
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