Issue 21, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Reductive cyclization with baker's yeast of 4-alkyl-2-nitroacetanilides to 6-alkylbenzimidazoles and 1-hydroxy-2-methyl-6-alkylbenzimidazoles

Arturo Navarro-Ocaña,a   Luís F. Olguín,a   Hector Luna,b   Manuel Jiménez-Estradac  and  Eduardo Bárzana*a  

* Corresponding authors

a Facultad de Química, Depto. de Alimentos y Biotecnología, UNAM, Mexico, D.F. 04510, Mexico

b Depto. Sistemas Biológicos, UAM-Xochimilco, Calz. Del Hueso 1100, Mexico, D.F. 04960, Mexico

c Instituto de Química, UNAM, Mexico, D.F. 04510, Mexico

Abstract

Reduction of 4-substituted 2-nitroacetanilides by baker's yeast in acid media effected cyclization, resulting in the formation of 6-substituted 2-methylbenzimidazoles and 6-substituted 1-hydroxy-2-methylbenzimidazole via the chemo- and regioselective reduction of the 2-nitro aromatic group to amine or hydroxylamine.

Graphical abstract: Reductive cyclization with baker's yeast of 4-alkyl-2-nitroacetanilides to 6-alkylbenzimidazoles and 1-hydroxy-2-methyl-6-alkylbenzimidazoles

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Article information

DOI
https://doi.org/10.1039/B107492J
Article type
Communication
Submitted
20 Aug 2001
Accepted
28 Sep 2001
First published
09 Oct 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 2754-2756

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Reductive cyclization with baker's yeast of 4-alkyl-2-nitroacetanilides to 6-alkylbenzimidazoles and 1-hydroxy-2-methyl-6-alkylbenzimidazoles

A. Navarro-Ocaña, L. F. Olguín, H. Luna, M. Jiménez-Estrada and E. Bárzana, J. Chem. Soc., Perkin Trans. 1, 2001, 2754 DOI: 10.1039/B107492J

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