Synthesis of 1,3,4-thiadiazoles from elemental sulfur via three-component cyclization under metal-free conditions

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

In this work, we demonstrate the synthesis of a variety 2,5-disubstituted 1,3,4-thiadiazoles in 28-85% yields via three-component cyclization 2-methylquinolines, arylhydrazides, and S powder under metal-free conditions. This approach stands out due to its broad substrate scope, excellent functional group tolerance, additive-free nature, base-free easy operation, simple reaction system. work offers simple, concise, convenient pathway for assembly 1,3,4-thiadiazoles, which is complementary previous methods.

Language: Английский

Developments in the Construction of Benzo[b]thiophenes from 2‐Alkynylthioanisoles by Electrophilic and Radical Cyclization Reactions

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 1, 2024

Abstract Benzo[ b ]thiophene moieties are important skeletons which have been widely found in many natural products, pharmaceuticals, as well functionalized materials. 2‐Alkynylthioanisoles, a class of bifunctional compounds bearing methylthio and alkynyl groups, easily accessible from Pd‐catalyzed Sonogashira coupling between 2‐halothioanisoles terminal alkynes, employed synthons the construction benzo[b]thiophenes through an electrophilic or radical pathway. This review summarizes related developments with particular focus on reaction mechanism. We hope it will help future research this area believe that discovery new catalytic systems, industrial synthesis benzo[ ]thiophenes 2‐alkynylthioanisoles be achieved soon.

Language: Английский