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Copper(II) mediated C–H methylthiolation of 2-phenyl pyridines with dimethyl sulfoxide using an amino acid ligand

Author:
Xiao, Yan, Wang, Shuo, Liu, Jianyu, Zhang, Hui, Xu, Yongnan
Source:
Tetrahedron letters 2019 v.60 no.19 pp. 1317-1320
ISSN:
0040-4039
Subject:
amino acids, chemical reactions, copper, dimethyl sulfide, dimethyl sulfoxide, ligands, moieties, oxidants, pyridines, regioselectivity, solvents
Abstract:
A novel protocol for the C–H methylthiolation of 2-phenyl pyridines using DMSO as the methylthio source and an amino acid ligand is described. This simple procedure requires neither an oxidant nor additional solvent. The developed protocol tolerates a wide range of functional groups including methyl, methoxy, fluoro, chloro, and in particular the formyl group. This new strategy is highly regioselective and provides aryl methyl sulfides from 2-phenyl pyridines in moderate to good yields.
Agid:
6357947