PIFA-Mediated Synthesis of Acylsulfenic Acid Alkyl Esters and Benzoyl Alkyl Disulfides from Thioacids

Tsai, Chia-Hsuan; Reddy, Daggula Mallikarjuna; Hsieh, Ping‐An; Liu, Yichen; Kandasamy, Mohanraj; Lin, Wei‐Yu; Lee, Chin‐Fa

doi:10.1055/s-0036-1588070

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2023

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“…These methods are effective but there are obvious limitations, and most synthesis methods use toxic CO gas or odorous mercaptans. Methods for obtaining acyl disulfides are rarely reported . Consequently, developing environmentally friendly methods for synthesizing thioesters and acyl disulfides is of great significance.…”

Section: Introductionmentioning

confidence: 99%

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

Chen,

Sheng,

Jiang

et al. 2023

J. Org. Chem.

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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.

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Section: Introductionmentioning

confidence: 99%