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Camphor Sulfonic Acid-Catalyzed Michael Reaction of Indoles with Enones

[ Vol. 5 , Issue. 3 ]

Author(s):

Ram Naresh Yadav, Lohany Garcia and Bimal Krishna Banik*   Pages 201 - 204 ( 4 )

Abstract:


Background: Michael addition reaction is one of the most important and widely used reactions for making carbon-carbon or carbon-hetero bonds in organic synthesis. The reaction involves a facile attack of nucleophile to enone in a conjugated manner across a carbon-carbon double bond.

We herein report an expeditious camphor sulfonic acid-catalyzed Michael reaction for the synthesis of different 3-substituted indole derivatives at room temperature. This method is convenient, environmentally friendly and produces products in high yields.

Method: Commercially available camphor sulfonic acid is used as organo-catalyst to activate the reaction. The newly synthesized compounds are characterized by using 1HNMR, 13C NMR and IR spectroscopy.

Result: A highly substituted 3-indoyle carbonyl compounds has been synthesized in excellent yield under very mild reaction conditions.

Conclusion: We developed an environmentally benign synthetic method to access novel synthesis of substituted indoles under remarkably simple and high yielding reaction.

Keywords:

Addition reaction, camphor sulfonic acid, enone, indoles, lewis acid, michael reaction, organo-catalysis.

Affiliation:

Department of Chemistry, The University of Texas-Pan American, 1201 West University Drive, Edinburg, TX 78539, Department of Chemistry, The University of Texas-Pan American, 1201 West University Drive, Edinburg, TX 78539, Department of Chemistry, The University of Texas-Pan American, 1201 West University Drive, Edinburg, TX 78539

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