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Molecules 2009, 14(7), 2356-2362; doi:10.3390/molecules14072356
Article

The Reaction of 4,5-Dichloro-1,2,3-dithiazolium Chloride with Sulfimides: A New Synthesis of N-Aryl-1,2,3-dithiazolimines

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Received: 26 May 2009 / Revised: 10 June 2009 / Accepted: 12 June 2009 / Published: 2 July 2009
(This article belongs to the Special Issue Advances in Heterocyclic Chemistry)
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Abstract

N-Aryl-S,S-dimethylsulfimides 3(Ar = 4-NO2C6H4), 4 (Ar = Ph) and 5 (Ar = 4-Tol)react with Appel salt 1 to give the corresponding N-aryl-(4-chloro-5H-1,2,3-dithiazolylidene)benzenamines 8 (Ar = 4-NO2C6H4), 9 (Ar = Ph) and 10 (Ar = 4-Tol) in 84, 94 and 87% yields, respectively. The reaction proceeds in the absence of base and a proposed reaction mechanism is given.
Keywords: dithiazole; dithiazolimine; sulfimide; sulfilimine; heteroarene; appel salt dithiazole; dithiazolimine; sulfimide; sulfilimine; heteroarene; appel salt
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Kalogirou, A.S.; Koutentis, P.A. The Reaction of 4,5-Dichloro-1,2,3-dithiazolium Chloride with Sulfimides: A New Synthesis of N-Aryl-1,2,3-dithiazolimines. Molecules 2009, 14, 2356-2362.

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