An expedient new synthesis of substituted carbazoles via α-oxoketene acetals through heteroaromatic annelation methodology

Patra, Pranab K. ; Suresh, J. R. ; Ila, H. ; Junjappa, H. (1997) An expedient new synthesis of substituted carbazoles via α-oxoketene acetals through heteroaromatic annelation methodology Tetrahedron Letters, 38 (17). pp. 3119-3122. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4039(97)00560-1

Abstract

A new general method for substituted carbazoles 4a-x has been developed involving base induced conjugate addition-elimination sequence of indole-3-acetonitriles 1 to various α -oxoketene S,S-,O,S- and N,S-acetals 2a-x followed by cyclization of the intermediates 3 with p-toluenesulfonic acid in refluxing benzene.

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