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机构地区:[1]College of Pharmacy,Jinan University,No.601 Huangpu Avenue West,Guangzhou,Guangdong 510632,China
出 处:《Chinese Journal of Chemistry》2020年第8期879-893,共15页中国化学(英文版)
基 金:The authors are grateful to the Guangdong Special SupportProgram(No.2017TX04RO59);the National Natural ScienceFoundation of China(No.21772066)for the financial support.
摘 要:Copper-catalyzed cross-couplings of aryl halides and nucleophiles,traditionally called Ullmann-type coupling reactions,were initially reported by Ullmann et al.from 1901-1929.A seminal report in 1998 by Ma et al.from Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences revealed an accelerating effect caused by amino acids,which brought Ullmann-type coupling reactions into a ligand-accelerating era.From 1999 to the first 10 years of 2000s,the first-generation ligands were developed by many researchers and promoted Ullmann-type coupling reactions of aryl iodides and bromides under relatively mild conditions.Amino acid ligands,developed by Ma and coworkers,are one class of the most important first-generation ligands.In the second 10 years of 2000s,Ma et al.led the discovery of second-generation ligands for copper-catalyzed cross-coupling reactions.Two great breakthroughs have been realized by using second-generation oxalic diamide and related amide ligands,with aryl chlorides as general coupling partner and with low catalyst loadings.Now copper-catalyzed cross coupling reactions of aryl halides and nucleophiles with amino acids or oxalic diamides and related amides as ligands are recognized as Ullmann-Ma reactions and have found extensive applications in organic synthesis.
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