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Iron‐Catalyzed Directed C−H Silylation of Pivalophenone N−H Imines
Author(s) -
Xu Wengang,
Pek Jie Hui,
Yoshikai Naohiko
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.201800171
Subject(s) - chemistry , imine , silylation , catalysis , triethylsilane , medicinal chemistry , norbornene , benzonitrile , hydrogen peroxide , desymmetrization , organic chemistry , enantioselective synthesis , polymerization , polymer
An iron‐catalyzed, N−H imine‐directed arene C−H silylation reaction with hydrosilane has been achieved. Pivalophenone N−H imine undergoes ortho C−H silylation with triethylsilane in the presence of [Fe 3 (CO) 12 ] as a catalyst and norbornene as a hydrogen acceptor. The product can be readily transformed into ortho ‐silylated benzonitrile via conversion of the imine functionality to a cyano group under peroxide photolysis.
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