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

The Journal of organic chemistry 2022 Mar 04

filter terms:

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.

Citation

Jian Li, Yang Liu, Zebin Chen, Jiaming Li, Xiaoliang Ji, Lu Chen, Yubing Huang, Qiang Liu, Yibiao Li. Synthesis of Substituted Thiophenes through Dehydration and Heterocyclization of Alkynols. The Journal of organic chemistry. 2022 Mar 04;87(5):3555-3566