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Palladium-catalyzed coupling reaction of amino acids (esters) with aryl bromides and chlorides
Authors:Fangfang MaXiaomin Xie  Lina DingJinsheng Gao  Zhaoguo Zhang
Affiliation:a School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China
b School of Chemistry, Chemical Engineering & Materials, Heilongjiang University, 74 Xuefu Road, Harbin 150080, China
c Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
Abstract:The bulky and electron-rich MOP type ligands and Pd(dba)2 combinations showed high efficiency for the coupling reactions of amino acids and inactive aryl halides to give N-aryl amino acids. Under the catalytic conditions, not only α-amino acids, but also β-, γ-, and δ-amino acids have been coupled with aryl chlorides in moderate to high yields; in the case of optically pure β-amino acids as substrates, the optical purities of the coupling products retained.
Keywords:Palladium   Monophosphine ligand   Inactive aryl halide   Amino acid
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