156210-85-4Relevant academic research and scientific papers
Methylthiolation for Electron-Rich Heteroarenes with DMSO-TsCl
Zhang, Lei-Yang,Wu, Yue-Hua,Wang, Nai-Xing,Gao, Xue-Wang,Yan, Zhan,Xu, Bao-Cai,Liu, Ning,Wang, Bo-Zhou,Xing, Yalan
, p. 1446 - 1451 (2021)
DMSO-TsCl has been developed for direct methylthiolation of various electron-rich heteroarenes (more than 40 examples) with high regioselectivity in moderate to excellent yields (up to 96 %). Especially, pyrroles, furans, and thiophenes can be efficiently mono-methylthiolated. This practical method features scalable, metal-free, mild conditions and is compatible with air and moisture. Several applications of methylthiolated products were demonstrated for the first time. Based on controlled experimental results, a plausible mechanism was proposed with two key intermediates involved in the mechanism being detected by HRMS.
