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Pd II ‐Catalyzed Mild CH ortho Arylation and Intramolecular Amination Oriented by a Phosphinamide Group
Author(s) -
Guan Jing,
Wu GuoJie,
Han FuShe
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201303056
Subject(s) - amination , intramolecular force , chemistry , catalysis , aryl , medicinal chemistry , group (periodic table) , catalytic cycle , boronic acid , functional group , reaction conditions , palladium , combinatorial chemistry , organic chemistry , alkyl , polymer
A novel protocol for the Pd‐catalyzed ortho ‐arylation of aryl phosphinamide with boronic acid is reported. By using phosphinamide as a new directing group, the reaction proceeds efficiently under mild conditions at 40 °C. Mechanistic studies reveal that the reaction proceeds via a Pd II to Pd 0 cycle. The phosphinamide group is also shown to be an effective orienting group for direct CH amination.