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Paper | Regular issue | Vol 53, No. 12, 2000, pp.2753-2758
Published online, 1st January, 1970
DOI: 10.3987/COM-00-9057
An Efficient Synthesis of 1,2-Dithiolanes and 1,2,4-Trithiolanes by the Reaction of Phosphorus Ylides with Elemental Sulfur

Kentaro Okuma,* Kazuki Kojima, and Shinji Shibata

*Department of Chemistry, Faculty of Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, Japan

Abstract

Reaction of diarylmethylenetriphenylphosphoranes with elemental sulfur followed by the addition of maleic anhydride afforded 1,2-dithiolanes in good yields. When the reaction was carried out in the presence of adamantane-2-thione, two types of 1,2,4-trithiolane were formed. Thiation of thiobenzo-phenones with elemental sulfur also afforded the corresponding 1,2-dithiolanes.