Current Organocatalysis

Bimal K. Banik
Vice President of Research & Education Development
Community Health Systems of South Texas (CHSST)
Edinburg, Texas
USA

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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.

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

Graphical Abstract:


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.

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Article Details

VOLUME: 1
ISSUE: 2
Page: [71 - 78]
Pages: 8
DOI: 10.2174/2213337201666140702184623