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Sandmeyer-Type Reductive Disulfuration of Anilines

Shiqi Chen, Si Cao, Chaoyang Liu, Baoxu Wang, Xiaorui Ren, Hang Huang, Zhihong Peng* and Xi Wang*

*College of Chemistry and Chemical Engineering, Hunan University, Changsha, Hunan 410082, People’s Republic of China, Email: pzh7251hnu.edu.cn, cccewangxihnu.edu.cn

S. Chen, S. Cao, C. Liu, B. Wang, X. Ren, H. Huang, Z. Peng, X. Wang, Org. Lett., 2021, 23, 7428-7433.

DOI: 10.1021/acs.orglett.1c02636 (free Supporting Information)



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Abstract

A transition metal/ligand-free disulfuration of anilines can be performed under mild conditions and exhibits broad scope across the aniline substrate and disulfur transfer reagent classes (dithiosulfonate or tetrasulfide). This reaction can be considered as a reductive disulfuration variation of the classic Sandmeyer reaction.

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Key Words

Sandmeyer reaction, disulfides, sodium ascorbate, tert-butyl nitrite


ID: J54-Y2021