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One-Pot Tandem Oxidative Bromination and Amination of Sulfenamide for the Synthesis of Sulfinamidines

Gao-feng Yang, He-sen Huang, Xiao-kang Nie, Shi-qi Zhang, Xin Cui, Zhuo Tang and Guang-xun Li*

*Natural Products Research Center, Chengdu Institution of Biology, Chinese Academy of Science, Chengdu 610041, Sichuan, China, Email:

G.-f. Yang, H.-s. Huang, X.-k. Nie, S.-q. Zhang, X. Cui, Z. Tang, G.-x. Li, J. Org. Chem., 2023, 88, 4581-4591.

DOI: 10.1021/acs.joc.3c00042

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N-Bromosuccinimide mediates a tandem oxidative/nucleophilic substitution approach for the synthesis of sulfinamidines from readily availables sulfenamides and amines in high yield without any additives or catalysts. This method is highly time-economical, safe to operate, and easy to scale up and offers excellent functional group compatibility.

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proposed mechanism

Key Words

sulfinamidines (amination, oxidation), NBS

ID: J42-Y2023