Pyrrolidine Catalyzed Direct Synthesis of 3,5-Diarylcyclohexenones from Acetone and Chalcones

ISSN: 2213-3380 (Online)
ISSN: 2213-3372 (Print)


Volume 1, 2 Issues, 2014






Current Organocatalysis

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Editor-in-Chief:
Bimal K. Banik
Department of Chemistry
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The University of Texas-Pan American
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Pyrrolidine Catalyzed Direct Synthesis of 3,5-Diarylcyclohexenones from Acetone and Chalcones

Author(s): Sandip J. Wagh, Raghunath Chowdhury and Sunil K. Ghosh

Affiliation: Bio-Organic Division, Bhabha Atomic Research Centre, Trombay, Mumbai 400085, India.

Abstract

The organo-catalyzed reaction of chalcones with acetone has been described. Pyrrolidine has been found to catalyse the cascade Michael-aldol-dehydration of chalcones and acetone to produce 3,5-diaryl cyclohexenones under mild conditions with good yields. The organocatalytic methodology tolerated a range of substituents on both the aromatic rings of chalcones. The cyclohexenones produced are known to be the precursors for 3,5-diarylphenols, 3,5-diarylanilines and complex heterocycles.




Keywords: Atom economic, cascade reaction, chalcones, 3, 5-diarylcyclohexenone, Michael-aldol-dehydration, one-pot synthesis, organocatalysis.

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Article Details

Volume: 1
Issue Number: 2
First Page: 71
Last Page: 78
Page Count: 8
DOI: 10.2174/2213337201666140702184623
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