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Communication | Regular issue | Vol 16, No. 4, 1981, pp.595-598
Published online, 1st January, 1970
DOI: 10.3987/R-1981-04-0595
Ring Transformations of 4-Aryl-3-haloacylthio-3-isothiazoline-5-thiones as a New Access to the 4(5H)-Thiazolone and 5,6-Dihydro-4H-1,3-thiazin-4-one Rings

Tarozaemon Nishiwaki,* Etsuko Kawamura, Noritaka Abe, Hirafumi Kochi, Yoshiro Sasaoka, and Kazumi Soneda

*Department of Chemistry, Faculty of Science, Yamaguchi University, 1677-1 Yoshida, Yamaguchi 753-8512, Japan

Abstract

The reactions of 4-aryl-3-haloacylthio-3-isothiazoline-5-thiones with reactive acetylenes (e.g. dimethyl acetylenedicarboxylate and dibenzoylacetylene) afford 2-[1,3-dithiol-2-ylidene(aryl)methyl]-4(5H)-thiazolones and 5,6-dihydro-2-[1,3-dithiol-2-ylidene(aryl)methyl]-4H-1,3-thiazin-4-ones mostly in high yields.