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Synthesis of Biaryls through Nickel‐Catalyzed Suzuki–Miyaura Coupling of Amides by Carbon–Nitrogen Bond Cleavage
Author(s) -
Shi Shicheng,
Meng Guangrong,
Szostak Michal
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201601914
Subject(s) - chemistry , electrophile , catalysis , aryl , amide , bond cleavage , nickel , coupling reaction , combinatorial chemistry , organic chemistry , alkyl
The first Ni‐catalyzed Suzuki–Miyaura coupling of amides for the synthesis of widely occurring biaryl compounds through N−C amide bond activation is reported. The reaction tolerates a wide range of electron‐withdrawing, electron‐neutral, and electron‐donating substituents on both coupling partners. The reaction constitutes the first example of the Ni‐catalyzed generation of aryl electrophiles from bench‐stable amides with potential applications for a broad range of organometallic reactions.