Synthesis of Substituted Phthalimides via Ultrasound-Promoted One-Pot Multicomponent Reaction. 2021

Abdolali Alizadeh, and Behnaz Farajpour, and Tim-Oliver Knedel, and Christoph Janiak
Department of Chemistry, Tarbiat Modares University, P.O. Box 14115-175, Tehran, Iran.

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.

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