Volume 28, Issue 50
Heterocyclic Compounds
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ChemInform Abstract: Reaction of Trithiazyl Trichloride with Alkenes and Alkynes.

X.-G. DUAN

X.-G. DUAN

Dep. Chem., Imp. Coll. Sci. Technol. Med., London SW7 2AY, UK

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X.-L. DUAN

X.-L. DUAN

Dep. Chem., Imp. Coll. Sci. Technol. Med., London SW7 2AY, UK

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C. W. REES

C. W. REES

Dep. Chem., Imp. Coll. Sci. Technol. Med., London SW7 2AY, UK

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T.-Y. YUE

T.-Y. YUE

Dep. Chem., Imp. Coll. Sci. Technol. Med., London SW7 2AY, UK

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First published: 02 August 2010

Abstract

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ChemInform Abstract

Alkenes and alkynes smoothly react with trithiazyl trichloride to furnish 1,2,5-thiadiazoles in one step. 3,4-Dihydrothiadiazoles derived from tetra-substituted alkenes such as (IX) undergo spontaneously ring opening to give readily hydrolyzed bis( methyleneamino)sulfides (cf. (X)). A simple set of mechanisms is proposed for all of these reactions.

chemical structure image

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