4.4 Article

Preparation of peri-annulated indoles from polynitro compounds

Journal

TETRAHEDRON
Volume 65, Issue 34, Pages 6868-6872

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.06.074

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Funding

  1. Chemical Block Ltd. Company

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A novel peri-annulated heterocyclic system of 1,2-dihydrobenz[6,7]oxepino[4,3,2-cd]indole was prepared starting from TNT via 4,6-dinitro-1-tosylindoline as a key intermediate. Base-induced C=C bond shift in 1,2-dihydrobenz[6,7]oxepino[4,3,2-cd]indoles affords isomeric 2,11-dihydrobenz[6,7]oxepino[4,3,2-cd]indoles. (C) 2009 Elsevier Ltd. All rights reserved.

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