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Transition‐Metal‐Free Synthesis of Unsymmetrical Disulfides <i>via</i> Three‐Component Reaction of Thiosulfonates, Thiourea and Alkyl halides

Dungai Wang, Quan He, Keqiang Shi, Mingteng Xiong, Yifeng Zhou, Yuanjiang Pan

2021Advanced Synthesis & Catalysis17 citationsDOI

Abstract

Abstract A transition‐metal‐free approach to synthesize unsymmetrical disulfides is reported that relies on a K 2 CO 3 ‐promoted one‐pot reaction of thiosulfonates, thiourea and alkyl halides under mild conditions. The protocol tolerates a wide range of substrates, leading to various types of unsymmetrical disulfides in moderate to excellent yields. More importantly, the late‐stage modification of natural products and drug molecules was also achieved. magnified image

Topics & Concepts

ChemistryThioureaAlkylHalideTransition metalCombinatorial chemistryComponent (thermodynamics)Organic chemistryPolymer chemistryCatalysisThermodynamicsPhysicsSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsSynthesis and Catalytic Reactions
Transition‐Metal‐Free Synthesis of Unsymmetrical Disulfides <i>via</i> Three‐Component Reaction of Thiosulfonates, Thiourea and Alkyl halides | Litcius