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Transition‐Metal‐Free Direct C−H Silylation of Electron‐Deficient Heteroarenes with Hydrosilanes via a Radical Mechanism
Author(s) -
Sakamoto Ryu,
Nguyen BichNgoc,
Maruoka Keiji
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800282
Subject(s) - chemistry , silylation , acetic acid , medicinal chemistry , peroxide , transition metal , photochemistry , hydrogen peroxide , radical , organic chemistry , catalysis
A direct C−H silylation of electron‐deficient heteroarenes was achieved via a radical reaction between pyridines or other N‐heterocycles and hydrosilanes in the presence of acetic acid, di‐ tert ‐butyl peroxide, and tert ‐butyl mercaptan. The present approach allows the direct introduction of trialkylsilyl substituents at the ortho ‐position of various electron‐deficient heteroarenes.