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

[ Vol. 1 , Issue. 2 ]

Author(s):

Sandip J. Wagh, Raghunath Chowdhury and Sunil K. Ghosh   Pages 71 - 78 ( 8 )

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.

Affiliation:

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

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