139461-61-3Relevant 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
supporting information, p. 1446 - 1451 (2021/02/26)
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.
Thioether-Directed Selective C4 C-H Alkenylation of Indoles under Rhodium Catalysis
Kona, Chandrababu Naidu,Nishii, Yuji,Miura, Masahiro
supporting information, p. 4898 - 4901 (2018/08/24)
A thioether-directed Rh(III)-catalyzed C4 selective C-H alkenylation of indoles via the formation of 5-membered metallacycle intermediates is reported. This protocol allows a wide functional group compatibility and broad substrate scope. The directing group can be readily removed or transformed into other functional groups after the C-H functionalization event. The catalytic method is also applicable to related heterocyclic systems involving benzo[b]thiophene and benzo[b]furan scaffolds.
