Novel Heterocyclization of Imidoyl Chlorides with Mercaptocarboxylic Acids

Yuliya V. Rassukana; Evgen A. Khomenko; Petro P. Onys’ko; Anatoly D. Sinitsa

doi:10.1055/s-2006-942537

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Synthesis 2006(19): 3195-3198
DOI: 10.1055/s-2006-942537

PAPER

Novel Heterocyclization of Imidoyl Chlorides with Mercaptocarboxylic Acids

Yuliya V. Rassukana, Evgen A. Khomenko, Petro P. Onys’ko*, Anatoly D. Sinitsa
Institute of Organic Chemistry, National Academy of Sciences, Murmans’ka St, Kiev 02094, Ukraine
Fax: +380(44)5732643; e-Mail: onysko@rambler.ru.;

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Publication History

Received 25 May 2006
Publication Date:
02 August 2006 (online)

Abstract
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Abstract

A convenient, one-step synthetic approach to fluoroalkyl-substituted 1,3-oxathiolanones and benzoxathianones, based on readily accessible N-acyl and N-sulfonyl imidoyl chlorides, has been developed. The novel heterocyclization involves previously unknown participation of the imidoyl carbon atom as a bifunctional 1,1-electrophile.

Key words

imidoyl chlorides - oxathiolanone - benzoxathianone - fluoroalkyl - cyclization

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