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Synthesis 2001(16): 2445-2449
DOI: 10.1055/s-2001-18708
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© Georg Thieme Verlag Stuttgart · New York

Studies on Phosphoroheterocycle Chemistry II: A Simple and New Route to 1, 3, 2-Diazaphospholidine-4-thione 2-sulfide Derivatives

ShengLou Deng*, DongZhi Liu
School of Chemical Engineering, Tianjin University, Tianjin 300072, P. R. China
e-Mail: shengloudeng@eyou.com;
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Publication History

Received 3 July 2001
Publication Date:
05 August 2004 (online)

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Abstract

A simple and new method for the synthesis of phosphoroheterocycles 1,3,2-diazaphospholidine-4-thione 2-sulfide derivatives by treatment of Lawesson’s reagent (LR) with a variety of α-aminonitriles has been developed. The same methodology was also used in the preparation of fused phosphoroheterocycle 6 from 5-amino-4-cyano-3-methylthia-1-phenylpyrazole. The possible mechanism of the reaction involving addition of P-SH to the nitrile and subsequent rearrangement is proposed.

Key words

α-aminonitriles - Lawesson’s reagent - phosphoroheterocycle