Pyrrolidine Catalyzed Direct Synthesis of 3,5-Diarylcyclohexenones from Acetone and Chalcones
Sandip J. Wagh, Raghunath Chowdhury and Sunil K. Ghosh
Affiliation: Bio-Organic Division, Bhabha Atomic Research Centre, Trombay, Mumbai 400085, India.
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,
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