Camphor Sulfonic Acid-Catalyzed Michael Reaction of Indoles with Enones

Author(s): Ram Naresh Yadav, Lohany Garcia, Bimal Krishna Banik*.

Journal Name: Current Organocatalysis

Volume 5 , Issue 3 , 2018

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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.

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Article Details

VOLUME: 5
ISSUE: 3
Year: 2018
Page: [201 - 204]
Pages: 4
DOI: 10.2174/2213337205666181109101716

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