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Palladium-Catalyzed Oxidative Cross-Coupling of Arylhydrazines and Arenethiols with Molecular Oxygen as the Sole Oxidant

Changliu Wang, Zhenming Zhang, Yongliang Tu, Ying Li, Jiale Wu and Junfeng Zhao*

*Key Laboratory of Chemical Biology of Jiangxi Province, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, P. R. China, Email: zhaojfjxnu.edu.cn

C. Wang, Z. Zhang, Y. Tu, Y. Li, J. Wu, J. Zhao, J. Org. Chem., 2018, 83, 2389-2394.

DOI: 10.1021/acs.joc.7b02926 (free Supporting Information)


Abstract

A highly efficient palladium-catalyzed cross-coupling of arenethiols and arylhydrazines with molecular oxygen as the sole oxidant provides unsymmetrical diaryl sulfides. The only byproducts are water and nitrogen. The reaction tolerates a broad range of functional groups, including reactive iodides.

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proposed mechanism



Key Words

diaryl sulfides, oxygen


ID: J42-Y2018