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Synthesis 2009(5): 767-774  
DOI: 10.1055/s-0028-1083366
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Facile Synthetic Route towards Substituted Thieno[3,2-e]indoles

Wim Van Snick, Wienand Nulens, Sarah Jambon, Wim Dehaen*
Department of Chemistry, K. U. Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium
Fax: +32(16)327990; e-Mail: wim.dehaen@chem.kuleuven.be;
Further Information

Publication History

Received 28 August 2008
Publication Date:
11 February 2009 (online)

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Abstract

A number of substituted thieno[3,2-e]indoles have been prepared in high yields via a tetrabutylammonium fluoride mediated cyclization of 5-acetamido-4-ethynylbenzothiophenes, which, in turn, are easily accessible from the corresponding 4-iodobenzothiophenes. This method presents a viable alternative to the traditionally used Fischer indolization procedures.

Key words

thienoindoles - palladium - cyclizations - fused-ring systems - tetrabutylammonium fluoride

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