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Communication | Regular issue | Vol 36, No. 12, 1993, pp.2673-2676
Published online, 1st January, 1970
DOI: 10.3987/COM-93-6528
Preparation of New Thiocarbanion Species Bearing Thiazolinyl and Benzothiazolyl Groups and Reactions with Carbonyl Compounds

Shinya Kohra, Hiroshi Ueda, and Yoshinori Tominaga*

*Faculty of Pharmaceutical Sciences, Nagasaki University, 1-14, Bunkyo-machi, Nagasaki 852-8521, Japan

Abstract

2-Ttrimethylsilylmethylthiothiazoline (1) reacted with aromatic aldehydes in the presence of cesium fluoride or tris(dimethylamino)sulfur(trimethylsilyl)difluoride (TASF) to give 2-heteroarylthioethanol (4) or thiiran (5) derivatives in good yields. The reactions of 2-trimethylsilylmethylthiobenzothiazole (2) with aromatic aldehydes are also discussed.