Facile Synthesis of Thiolacetates from Trichloromethyl Compounds

Moisés Romero-Ortega; Horacio Reyes; Adrián Covarruvias-Zuñiga; Raymundo Cruz; José Gustavo Avila-Zarraga

doi:10.1055/s-2003-42463

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Synthesis 2003(18): 2765-2767
DOI: 10.1055/s-2003-42463

SHORTPAPER

Facile Synthesis of Thiolacetates from Trichloromethyl Compounds

Moisés Romero-Ortega*^a, Horacio Reyes^a, Adrián Covarruvias-Zuñiga^b, Raymundo Cruz^b, José Gustavo Avila-Zarraga^c
^a Departamento de Química Orgánica, Facultad de Química, Universidad Autónoma del Estado de México, Paseo Colón/Paseo Tollocan, Toluca Estado de México, México
Fax: +52(722)2173890; e-Mail: romero.ortega@usa.net;
^b Instituto de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, México D.F., México
^c Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, México, D.F., México

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Publication History

Received 24 July 2003
Publication Date:
04 November 2003 (online)

Abstract
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Abstract

A new method for the conversion of trichloromethyl compounds into the corresponding thiolacetates by treatment with sodium thiolacetate in the presence of thiolacetic acid is described. This transformation proceeds at room temperature in high yield when a strong electron-withdrawing substituent is attached to the trichloromethyl group.

Key words

trichloromethyl compounds - thiolacetic acid - sodium thiolacetate - thiolacetate derivatives - nucleophilic substitution

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