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Synlett 2015; 26(16): 2318-2322
DOI: 10.1055/s-0035-1560460
DOI: 10.1055/s-0035-1560460
letter
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
Further Information
Publication History
Received: 15 May 2015
Accepted after revision: 20 July 2015
Publication Date:
01 September 2015 (online)


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.
Key words
azepino[4,5-b]indole - 7-endo cyclization - copper catalysis - indole-1,2-alkynylaldehyde - isocyanoacetate - chromoazepinoneSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1560460.
- Supporting Information