Synthesis of Substituted Thiophenes through Dehydration and Heterocyclization of Alkynols
Jian Li, Yang Liu, Zebin Chen, Jiaming Li, Xiaoliang Ji, Lu Chen, Yubing Huang, Qiang Liu, Yibiao Li
Abstract
A protocol was described for obtaining a variety of substituted thiophenes with functional potential via metal-free dehydration and sulfur cyclization of alkynols with elemental sulfur (S8) or EtOCS2K in moderate-to-good yields. The method provides the base-free generation of a trisulfur radical anion (S3•–) and its addition to alkynes as an initiator. This research broadens the applications of S3•– in the synthesis of sulfur-containing heterocycles.
Topics & Concepts
ChemistrySulfurDehydrationOrganic chemistryCombinatorial chemistryBiochemistrySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsChemical Synthesis and Reactions