Premium
Synthesis of Chiral Amino Acid Anilides by Ligand‐Free Copper‐Catalyzed Selective N ‐Arylation of Amino Acid Amides
Author(s) -
Dong Junyu,
Wang Yan,
Xiang Qinjie,
Lv Xirui,
Weng Wen,
Zeng Qingle
Publication year - 2013
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201200752
Subject(s) - chemistry , racemization , halide , catalysis , ligand (biochemistry) , aryl , copper , vinyl bromide , combinatorial chemistry , amino acid , enantioselective synthesis , bromide , chiral ligand , medicinal chemistry , organic chemistry , stereochemistry , receptor , biochemistry , alkyl
An atom‐economic, practical and cost‐effective protocol for synthesis of chiral amino acid anilides via ligand‐free copper‐catalyzed selective CN cross coupling of chiral amino acid amides and aryl halides, hetereoaryl halides and a vinyl bromide has been developed. No racemization occurred during the CN coupling. A plausible mechanism is proposed.