Synlett 2015; 26(16): 2318-2322
DOI: 10.1055/s-0035-1560460
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© Georg Thieme Verlag Stuttgart · New York

Synthesis of Azepino[4,5-b]indole Analogues via 7-endo-Selective Cyclization of Isocyanoacetates and Indole-1,2-alkynylaldehydes: An Approach towards the Chromoazepinone Core

K. S. Prakash
School of Chemistry, University of Hyderabad, Hyderabad-500 046, India   Email: rnsc@uohyd.ernet.in   Email: naga_indole@yahoo.co.in
,
Rajagopal Nagarajan*
School of Chemistry, University of Hyderabad, Hyderabad-500 046, India   Email: rnsc@uohyd.ernet.in   Email: naga_indole@yahoo.co.in
› Author Affiliations
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Publication History

Received: 15 May 2015

Accepted after revision: 20 July 2015

Publication Date:
01 September 2015 (online)


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Abstract

Synthesis of azepino[4,5-b]indole analogues via copper-catalyzed 7-endo-selective heteroannulation is reported. This strategy involves the Knoevenagel condensation of indole-1,2-alkynylaldehydes and isocyanoacetates, followed by copper-catalyzed 7-endo-selective annulation gives the product. This approach is applied towards the synthesis of the chromoazepinone core.

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