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

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

Journal Name:Current Organocatalysis

Volume 1 , Issue 2 , 2014

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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: 2
Year: 2014
Page: [71 - 78]
Pages: 8
DOI: 10.2174/2213337201666140702184623