Synthesis of Substituted Thiophenes through Dehydration and Heterocyclization of Alkynols

作者：Jian Li, Yang Liu, Zebin Chen, Jiaming Li, Xiaoliang Ji, Lu Chen, Yubing Huang, Qiang Liu, Yibiao Li · 发表于：The Journal of Organic Chemistry · 年份：2022 · DOI：10.1021/acs.joc.1c03114 · 被引用次数：24 · 研究领域：Sulfur-Based Synthesis Techniques、Catalytic C–H Functionalization Methods、Chemical Synthesis and Reactions

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 (S 8 ) or EtOCS 2 K in moderate-to-good yields. The method provides the base-free generation of a trisulfur radical anion (S 3 •– ) and its addition to alkynes as an initiator. This research broadens the applications of S 3 •– in the synthesis of sulfur-containing heterocycles.