Synthesis of 3-Acylpyrroles,
3-(Alkoxycarbonyl)pyrroles, 1,5,6,7-Tetrahydro-4H-indol-4-ones
and 3-Benzoylpyridines Based on Staudinger-Aza-Wittig Reactions
of 1,3-Dicarbonyl Compounds with 2- and 3-Azido-1,1-dialkoxy­alkanes

Esen Bellur; Mirza A. Yawer; Ibrar Hussain; Abdolmajid Riahi; Olumide Fatunsin; Christine Fischer; Peter Langer

doi:10.1055/s-0028-1083285

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Synthesis 2009(2): 227-242
DOI: 10.1055/s-0028-1083285

PAPER

Synthesis of 3-Acylpyrroles, 3-(Alkoxycarbonyl)pyrroles, 1,5,6,7-Tetrahydro-4H-indol-4-ones and 3-Benzoylpyridines Based on Staudinger-Aza-Wittig Reactions of 1,3-Dicarbonyl Compounds with 2- and 3-Azido-1,1-dialkoxyalkanes

Esen Bellur^a, Mirza A. Yawer^a, Ibrar Hussain^a, Abdolmajid Riahi^a, Olumide Fatunsin^a, Christine Fischer^b, Peter Langer*^a,b
^a Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany
Fax: +49(381)4986412; e-Mail: peter.langer@uni-rostock.de;
^b Leibniz-Institut für Katalyse e. V. , Universität Rostock, Albert-Einstein-Str. 29a, 18059 Rostock, Germany

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Publication History

Received 31 July 2008
Publication Date:
19 December 2008 (online)

Abstract
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Abstract

The Staudinger-aza-Wittig reaction of 1,3-dicarbonyl compounds with 2-azido-1,1-diethoxyethane and subsequent cyclization allowed an efficient synthesis of a variety of pyrroles, 1,5,6,7-tetrahydro-4H-indol-4-ones, and of a pyridine.

Key words

cyclization - N-heterocycles - pyrroles - azides

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