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Issue 100, 2012
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Double nucleophilic attack on isocyanide carbon: a synthetic strategy for 7-aza-tetrahydroindoles

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Abstract

A novel and efficient route for the synthesis of 7-aza-tetrahydroindoles from N-aryl/alkyl-alkenoylacetamides and ethyl isocyanoacetate is described. A mechanism, involving a stepwise [3+2] cycloaddition–intramolecular aza-Michael addition cascade, is proposed that explains the origin of the double nucleophilic attack on the isocyanide carbon atom.

Graphical abstract: Double nucleophilic attack on isocyanide carbon: a synthetic strategy for 7-aza-tetrahydroindoles

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Article information


Submitted
15 Aug 2012
Accepted
30 Oct 2012
First published
31 Oct 2012

Chem. Commun., 2012,48, 12228-12230
Article type
Communication

Double nucleophilic attack on isocyanide carbon: a synthetic strategy for 7-aza-tetrahydroindoles

Y. Li, X. Xu, C. Xia, L. Zhang, L. Pan and Q. Liu, Chem. Commun., 2012, 48, 12228
DOI: 10.1039/C2CC35896D

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