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Synthesis of Hindered Anilines: Copper‐Catalyzed Electrophilic Amination of Aryl Boronic Esters
Author(s) -
Rucker Richard P.,
Whittaker Aaron M.,
Dang Hester,
Lalic Gojko
Publication year - 2012
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.201200480
Subject(s) - electrophilic amination , aryl , amination , chemistry , catalysis , copper , electrophile , organic chemistry , combinatorial chemistry , alkyl
No longer a hindrance : Copper‐catalyzed electrophilic amination of aryl boronic esters is accomplished under mild reaction conditions using 2.5–5.0 mol % of a catalyst derived from copper tert ‐butoxide and Xantphos ligand (see scheme). The reaction tolerates a wide range of functional groups and can be used to prepare some of the most hindered anilines made to date.