Regiospecific synthesis of 4-alkoxy and 4-amino substituted 2-trifluoromethyl pyrroles.

J Org Chem

Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, CEP-97105-900, Santa Maria, RS, Brazil.

Published: September 2006

A simple and regiospecific synthesis of 4-alkoxy(amino)-2-trifluoromethyl pyrroles from 5-azido-4-alkoxy(amino)-1,1,1-trifluoro-pent-3-en-2-ones by an aza-Wittig cyclization of aminophosphoranes is described. The structures of the pyrroles and their synthetic intermediates were supported by NMR and HRMS analysis.

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http://dx.doi.org/10.1021/jo061058kDOI Listing

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