Selective synthesis of bis[1,2]dithiolo[1,4]thiazines from 4-isopropylamino-5-chloro-1,2-dithiole-3-ones

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• 作者：Lidia S. Konstantinova ; Andrej A. Berezin ; Kirill A. Lysov ; Oleg A. Rakitin
• 关键词：Bis[1 ; 2]dithiolo[1 ; 4]thiazine-5-thiones ; Sulfur monochloride ; Intramolecular cyclization ; 1 ; 2-Dithiole-3-ones
• 刊名：Tetrahedron Letters
• 出版年：2007
• 出版时间：13 August 2007
• 年：2007
• 卷：48
• 期：33
• 页码：5851-5854
• 全文大小：140 K

文摘

Reaction of 4-isopropylamino-5-chloro-1,2-dithiole-3-ones 3 and S₂Cl₂ in acetonitrile gave selectively 3-oxo-bis[1,2]dithiolo[1,4]thiazine-5-thiones 1 by the addition of triethylamine and bis[1,2]dithiolo[1,4]thiazine-3,5-diones 5 under the action of formic acid. 3,5-Diones 5 were also obtained by intramolecular cyclization of N,N-bis(5-chloro-3-oxo[1,2]dithiol-4-yl)amines 6 with S₂Cl₂ in the presence of Et₃N.