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Palladium‐Catalyzed ortho ‐Selective CH Borylation of 2‐Phenylpyridine and Its Derivatives at Room Temperature
Author(s) -
Kuninobu Yoichiro,
Iwanaga Takashi,
Omura Tetsuya,
Takai Kazuhiko
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201210328
Subject(s) - borylation , palladium , catalysis , chemistry , nonane , boron , regioselectivity , medicinal chemistry , amination , polymer chemistry , organic chemistry , aryl , alkyl
Boron delivery : CH borylation at the ortho ‐position of aromatic compounds is promoted by the treatment of 2‐phenylpyridine, or its derivatives, with 9‐borabicyclo[3.3.1]nonane in the presence of a palladium catalyst. This reaction proceeds at room temperature and can be conducted without the palladium catalyst at higher temperatures. In both cases, the regioselectivity is controlled by Lewis acid–base interaction between the boron and nitrogen atoms.