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Org Lett. 2017 Dec 15;19(24):6748-6751. doi: 10.1021/acs.orglett.7b03501. Epub 2017 Dec 06.

Synthesis of N,S-Heterocycles and Dithiocarbamates by the Reaction of Dithiocarbamic Acids and S-Alkyl Dithiocarbamates with Nitroepoxides.

Organic letters

Azim Ziyaei Halimehjani, Yazdanbakhsh Lotfi Nosood

Affiliations

  1. Faculty of Chemistry, Kharazmi University , 49 Mofateh Street, Tehran 15719-14911, Iran.

PMID: 29210274 DOI: 10.1021/acs.orglett.7b03501

Abstract

A facile and efficient procedure for the synthesis of substituted thiazole-2(3H)-thiones and thiazolidine-2-thiones by the reaction of primary amines, carbon disulfide, and nitroepoxides is described. By using secondary amines in this protocol, the corresponding dithiocarbamate-substituted phenyl-2-propanones were prepared in excellent yields. In addition, substituted thiazoles and 1-(alkylthio)-1-phenylpropan-2-ones were prepared in reactions of S-alkyl dithiocarbamates and nitroepoxides.

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