Synthesis of Symmetrical and Unsymmetrical 1,4-Dithiins by Rhodium-Catalyzed Sulfur Addition Reaction to Alkynes

Mieko Arisawa; Takuya Ichikawa; Saori Tanii; Masahiko Yamaguchi

doi:10.1055/s-0035-1561452

Synthesis of Symmetrical and Unsymmetrical 1,4-Dithiins by Rhodium-Catalyzed Sulfur Addition Reaction to Alkynes

Mieko Arisawa, Takuya Ichikawa, Saori Tanii, Masahiko Yamaguchi

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

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.

Original language	English
Article number	ss-2016-f0186-op
Pages (from-to)	3107-3119
Number of pages	13
Journal	Synthesis (Germany)
Volume	48
Issue number	18
DOIs	https://doi.org/10.1055/s-0035-1561452
Publication status	Published - Sep 19 2016
Externally published	Yes

All Science Journal Classification (ASJC) codes

Catalysis
Organic Chemistry

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AU - Arisawa, Mieko

AU - Ichikawa, Takuya

AU - Tanii, Saori

AU - Yamaguchi, Masahiko

PY - 2016/9/19

Y1 - 2016/9/19

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AB - 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.

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Synthesis of Symmetrical and Unsymmetrical 1,4-Dithiins by Rhodium-Catalyzed Sulfur Addition Reaction to Alkynes

Abstract

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