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DMSO as a Switchable Alkylating Agent in Heteroarene C−H Functionalization
Author(s) -
GarzaSanchez R. Aleyda,
Patra Tuhin,
TlahuextAca Adrian,
StriethKalthoff Felix,
Glorius Frank
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201802352
Subject(s) - surface modification , reagent , combinatorial chemistry , chemistry , photoredox catalysis , methylation , catalysis , organic chemistry , dna , photocatalysis , biochemistry
Herein, we report a novel strategy for the activation of DMSO to act as a versatile alkylating agent in heteroarene C−H functionalization. This direct, simple, and mild switch between methylation/trideuteromethylation and methylthiomethylation of heteroarenes was achieved under reagent‐controlled photoredox catalysis conditions. The proposed mechanism is supported by both experimental and computational studies.