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Hypervalent Iodine Mediated Synthesis of Sulfinamidines from Sulfenamides

Guoling Huang, Jianlin Ye, Muhammad Adnan Bashir, Yuetong Chen, Wenjing Chen and Xunbo Lu*

*Laboratory of Marine Green Fine Chemicals, School of Chemistry and Chemical Engineering, Lingnan Normal University, Zhanjiang, 524048, P. R. China, Email: luxunbofoxmail.com

G. Huang, J. Ye, M. A. Bashir, Y. Chen, W. Chen, X. Lu, J. Org. Chem., 2023, 88, 11728-11734.

DOI: 10.1021/acs.joc.3c00999


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Abstract

An efficient oxidative amination of sulfenamides using diacetoxyiodobenzene (PhI(OAc)2) and amines provides sulfinamidines in very good yields under mild, metal-free conditions. Furthermore, possible pathways are proposed that elucidate the observed molecular sequence of events in this reaction.


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proposed mechanism



Key Words

Sulfinamidines, PIDA


ID: J42-Y2023