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

Authors :
Christoph Janiak
Abdolali Alizadeh
Behnaz Farajpour
Tim-Oliver Knedel
Source :
The Journal of Organic Chemistry. 86:574-580
Publication Year :
2020
Publisher :
American Chemical Society (ACS), 2020.

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.

Details

ISSN :
15206904 and 00223263
Volume :
86
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi...........f81b77e01ecbfe6e622f3ad363ea077b
Full Text :
https://doi.org/10.1021/acs.joc.0c02245