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Chu XQ, Xu XP, Ji SJ. TBAI-Catalyzed/Water-Assisted Double C-S Bond Formations: An Efficient Approach to Sulfides through Metal-Free Three-Component Reactions. Chemistry. 2016;22(40):14181-5doi: 10.1002/chem.201603099.
Chu, X. Q., Xu, X. P., & Ji, S. J. (2016). TBAI-Catalyzed/Water-Assisted Double C-S Bond Formations: An Efficient Approach to Sulfides through Metal-Free Three-Component Reactions. Chemistry (Weinheim an der Bergstrasse, Germany), 22(40), 14181-5. https://doi.org/10.1002/chem.201603099
Chu, Xue-Qiang, et al. "TBAI-Catalyzed/Water-Assisted Double C-S Bond Formations: An Efficient Approach to Sulfides through Metal-Free Three-Component Reactions." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 22,40 (2016): 14181-5. doi: https://doi.org/10.1002/chem.201603099
Chu XQ, Xu XP, Ji SJ. TBAI-Catalyzed/Water-Assisted Double C-S Bond Formations: An Efficient Approach to Sulfides through Metal-Free Three-Component Reactions. Chemistry. 2016 Sep 26;22(40):14181-5. doi: 10.1002/chem.201603099. Epub 2016 Aug 17. PMID: 27433997.
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Chemistry. 2016 Sep 26;22(40):14181-5. doi: 10.1002/chem.201603099. Epub 2016 Aug 17.

TBAI-Catalyzed/Water-Assisted Double C-S Bond Formations: An Efficient Approach to Sulfides through Metal-Free Three-Component Reactions.

Chemistry (Weinheim an der Bergstrasse, Germany)

Xue-Qiang Chu, Xiao-Ping Xu, Shun-Jun Ji

Affiliations

  1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou, 215123, China.
  2. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou, 215123, China. [email protected].
  3. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou, 215123, China. [email protected].

PMID: 27433997 DOI: 10.1002/chem.201603099

Abstract

An aqueous catalytic method for double C-S bond formations that involves alcohol derivatives, organic halides, and sodium thiosulfate has been developed. A diverse range of functionalized sulfides, including pharmaceutical and biological derivatives, can be obtained in an efficient and eco-friendly manner under air. The mechanistic studies revealed that this tetrabutylammonium-iodide-catalyzed/water-assisted reaction generated a mercaptan species as the key intermediate.

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: C−S bond formations; green chemistry; metal free; sulfur; water chemistry

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