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Rh(III)‐Catalyzed Selective ortho ‐C−H Amination of Benzoic Acids with Anthranils: A Facile Access to Anthranilic Acid Derivatives (AAs)
Author(s) -
Gao Yang,
Nie Jianhong,
Li Yibiao,
Liao Guilan,
Huo Yanping,
Hu XiaoQiang
Publication year - 2020
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.202000052
Subject(s) - anthranilic acid , amination , chemistry , benzoic acid , catalysis , functional group , reductive amination , organic chemistry , combinatorial chemistry , reaction conditions , polymer
An efficient Rh(III)‐catalyzed Csp 2 ‐H amination protocol of benzoic acids with anthranils was developed for the rapid assembly of valuable anthranilic acid derivatives (AAs). The weakly coordinating carboxyl acted as a directing group and was further transformed to an ester group after facilitating the first C−H amination process. This reaction features good functional group tolerance, mild conditions and operational simplicity. The synthetic potential of this methodology was demonstrated by the synthesis of various useful heterocycles and derivatives.