Tetrahedron

The reaction of 4, 5-dichloro-1, 2, 3-dithiazolium chloride with DMSO: An improved synthesis of 4-chloro-1, 2, 3-dithiazol-5H-one

AS Kalogirou, PA Koutentis

文献索引：Kalogirou, Andreas S.; Koutentis, Panayiotis A. Tetrahedron, 2009 , vol. 65, # 34 p. 6855 - 6858

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被引用次数: 4

摘要

4, 5-Dichloro-1, 2, 3-dithiazolium chloride 2 (Appel salt) reacts with either DMSO, diphenylsulfoxide 11 or methylphenylsulfoxide 12 to give 4-chloro-5H-1, 2, 3-dithiazol-5-one 1 in excellent yields. The use of catalytic amounts of DMSO (1mol%) in MeCN in the presence of water (1equiv) transforms Appel salt 2 into dithiazolone 1 in near quantitative yields (92%). Rational mechanisms are proposed to explain the catalytic nature of these ...