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Nickel‐Catalyzed Borylation of Aryl and Benzyl 2‐Pyridyl Ethers: A Method for Converting a Robust ortho ‐Directing Group
Author(s) -
Tobisu Mamoru,
Zhao Jiangning,
Kinuta Hirotaka,
Furukawa Takayuki,
Igarashi Takuya,
Chatani Naoto
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600336
Subject(s) - borylation , chemistry , aryl , catalysis , nickel , group (periodic table) , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , alkyl
Abstract The nickel‐catalyzed borylation of aryl 2‐pyridyl ethers via the loss of a 2‐pyridyloxy group is described. This method allows a 2‐pyridyloxy group to be used as a convertible directing group in C−H bond functionalization reactions. The nickel catalyst can also borylate arylmethyl 2‐pyridyl ethers, in which the stereochemistry at the benzylic position is retained in the case of chiral secondary benzylic substrates.