Iron-catalyzed hydroaminocarbonylation of alkynes:Selective and efficient synthesis of primaryα,β-unsaturated amides  

作　　者：Zijun Huang Jia Tang Xiongwei Jiang Tianle Xie Minmin Zhang Donghui Lan Shaofeng Pi Zhengde Tan Bing Yi Yuehui Li 

机构地区：[1]Hunan Province Key Laboratory of Environmental Catalysis and Waste Rechemistry,College of Materials and Chemical Engineering,Hunan Institute of Engineering,Xiangtan 411104,China [2]State Key Laboratory for Oxo Synthesis and Selective Oxidation,Suzhou Research Institute of LICP,Lanzhou Institute of Chemical Physics(LICP),Chinese Academy of Sciences,Lanzhou 730000,China

出　　处：《Chinese Chemical Letters》2022年第11期4842-4845,共4页中国化学快报（英文版）

基　　金：financial supports from the National Natural Science Foundation of China(Nos.21772035,22022204,22072167,21202206);Natural Science Foundation of Hunan Province(Nos.2021JJ40147)。

摘　　要：α,β-Unsaturated primary amides are important intermediates and building blocks in organic synthesis.Herein,we report a ligand-free iron-catalyzed hydroaminocarbonylation of alkynes using NH_(4)HCO_(3)as the ammonia source,enabling the highly efficient and regioselective synthesis of linearα,β-unsaturated primary amides.Various aromatic and aliphatic alkynes are transformed into the desired linearα,β-unsaturated primary amides in good to excellent yields.Further studies show that using NH_(4)HCO_(3)as the ammonia source is key to obtain good yields and selectivity.The utility of this route is demonstrated with the synthesis of linearα,β-unsaturated amides including vanilloid receptor-1 antagonist TRPV-1.

关 键 词：Iron-catalyzed ALKYNES Ammonium bicarbonate AMINOCARBONYLATION Linearα β-unsaturated amides 

分 类 号：TQ225.261[化学工程—有机化工]