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Current Organocatalysis

Editor-in-Chief

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

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

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

Volume 1, Issue 2, 2014

Page: [71 - 78] Pages: 8

DOI: 10.2174/2213337201666140702184623

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.

Graphical Abstract


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