Synthesis of Substituted Phthalimides via Ultrasound-Promoted One-Pot Multicomponent Reaction

J Org Chem. 2021 Jan 1;86(1):574-580. doi: 10.1021/acs.joc.0c02245. Epub 2020 Nov 23.

Abstract

In this work, a novel strategy for the straightforward synthesis of substituted phthalimides is described, which includes base-mediated Michael addition/intramolecular cyclization/[1,5]-H shift/cleavage of CS2/aromatization/nucleophilic acyl substitution reaction of 2-(4-oxo-2-thioxothiazolidin-5-ylidene)acetates and α,α-dicyanoolefines under ultrasound (US) irradiation. Some advantages of this method are as follows: having simple operation, easily accessible starting materials, chemoselective cascade process, synthetically useful yields, and green conditions by utilizing US irradiation as a source of energy and using ethanol as solvent.

Publication types

  • Research Support, Non-U.S. Gov't