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Synthesis 2016; 48(18): 3107-3119
DOI: 10.1055/s-0035-1561452
DOI: 10.1055/s-0035-1561452
paper
Synthesis of Symmetrical and Unsymmetrical 1,4-Dithiins by Rhodium-Catalyzed Sulfur Addition Reaction to Alkynes
Further Information
Publication History
Received: 15 March 2016
Accepted after revision: 10 April 2016
Publication Date:
19 May 2016 (online)
Abstract
A convenient synthetic method for 1,4-dithiins was developed using sulfur and alkynes. A rhodium complex catalyzes the addition reaction of sulfur with cyclic alkynes giving the corresponding symmetrical 1,4-dithiines under reflux conditions in 2-butanone. Unsymmetrical 1,4-dithiins are synthesized by the reaction of sulfur with dialkyl acetylenedicarboxylates in the presence of cyclic alkynes or vinyl ethers.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1561452.
- Supporting Information
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Coloring material:
Use of 1,4-dithiin-2,3:5,6-tetrayl diimide:
Reaction of cycloalkynes were reported in a patent: