Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters  

作　　者：Changyu Huang Jinpeng Li Jiaquan Wang Qingshu Zheng Zhenhua Li Tao Tu 

机构地区：[1]Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials,Department of Chemistry,Fudan University,Shanghai 200438,China [2]State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China [3]Green Catalysis Center and College of Chemistry,Zhengzhou University,Zhengzhou 450001,China

出　　处：《Science China Chemistry》2021年第1期66-71,共6页中国科学（化学英文版）

基　　金：the National Key R&D Program of China(2016YFA0202902);the National Natural Science Foundation of China(21572036,21871059,21861132002);the Department of Chemistry at Fudan University。

摘　　要：The amide C-N cleavage has drawn a broad interest in synthetic chemistry,biological process and pharmaceutical industry.Transition-metal,luxury ligand or excess base were always vital to the transformation.Here,we developed a transition-metalfree hydrogen-bond-assisted esterification of amides with only catalytic amount of base.The proposed crucial role of hydrogen bonding for assisting esterification was control experiments,density functional theory(DFT)calculations and kinetic studies.Besides broad substrate scopes and excellent functional groups tolerance,this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C–N bonds for organic synthesis and pharmaceutical industry.

关 键 词：AMIDES C–N bond cleavage ESTERIFICATION hydrogen bonding transition-metal-free catalysis 

分 类 号：O621.251[理学—有机化学]