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Nickel-Catalyzed Acid Chlorides with Tetrasulfides for the Synthesis of Thioesters and Acyl Disulfides

Wang Chen, Daopeng Sheng, Yi‐Fan Jiang, Wei‐Chen Zhu, Weidong Rao, Shusu Shen, Zhao‐Ying Yang, Shun‐Yi Wang

2023The Journal of Organic Chemistry18 citationsDOI

Abstract

Herein, we report a novel method for the synthesis of thioesters and acyl disulfides via nickel-catalyzed reductive cross-electrophile coupling of acid chlorides with tetrasulfides. This approach for the synthesis of thioesters and acyl disulfides is convenient and practical under mild reaction conditions, relying on easy availability. In addition, a wide range of thioesters and acyl disulfides were obtained in medium to good yields with good functional group tolerance. Moreover, thioesters and acyl disulfides can also be prepared at the gram scale, indicating that they have certain potential for industrial application.

Topics & Concepts

ChemistryElectrophileThioesterCatalysisCombinatorial chemistryFunctional groupAcyl groupOrganic chemistryGroup (periodic table)EnzymePolymerSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsSynthesis and Catalytic Reactions
Nickel-Catalyzed Acid Chlorides with Tetrasulfides for the Synthesis of Thioesters and Acyl Disulfides | Litcius