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Sandmeyer-Type Reductive Disulfuration of Anilines

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

2021Organic Letters45 citationsDOI

Abstract

A transition metal/ligand-free disulfuration of anilines with disulfur transfer reagents (dithiosulfonate or tetrasulfide) is reported herein. The reaction, which can be considered as a reductive disulfuration variation of the classic Sandmeyer reaction, is performed under mild conditions and exhibits broad scope across the aniline substrate and disulfur transfer reagent classes. The gram-scale synthesis of disulfides is successfully achieved through this method, rendering the approach highly valuable.

Topics & Concepts

ReagentChemistryAnilineCombinatorial chemistrySubstrate (aquarium)Ligand (biochemistry)Organic chemistryReceptorOceanographyBiochemistryGeologySulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsCatalytic C–H Functionalization Methods
Sandmeyer-Type Reductive Disulfuration of Anilines | Litcius