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Selective Synthesis of Unsymmetrical <i>N-</i>Heteroaryl Thioethers byBase-Free Direct Multi-Component Reaction

Qi Wang, Boran Zhu, Guang Yang, Xiantao Ma, Qing Xu

2021Chinese Journal of Organic Chemistry14 citationsDOIOpen Access PDF

Abstract

Heteroaryl thioethers, especially alkyl heteroaryl thioethers, were usually obtained by catalytic or non-catalytic coupling reactions under strong basic conditions, but these methods usually have many drawbacks such as generation of large amounts of wastes. In this work, a new method for the direct synthesis of N-heteroaryl thioethers through a base-, additive-, and solvent-free one-pot multi-component reaction of N-heteroaryl halides, thiourea, and alkyl bromides was reported. This method can employ thiourea as the sulfur surrogate and tolerate various alkyl bromides and N-heteroaryl halides, providing a concise, selective, and efficient new method for heteroaryl thioether synthesis.

Topics & Concepts

ChemistryComponent (thermodynamics)Combinatorial chemistryMedicinal chemistryThermodynamicsPhysicsSulfur-Based Synthesis TechniquesClick Chemistry and ApplicationsMulticomponent Synthesis of Heterocycles