Palladium-Catalyzed Three-Component Reaction: A Novel Method for the Synthesis of N-Acyl Propiolamides

被引：26
作者：
He, Yan [1 ]
Wang, Yingchun [2 ]
Liang, Xinping [1 ]
Huang, Bin [1 ]
Wang, Hengshan [1 ]
Pan, Ying-Ming [1 ]
机构：
[1] Guangxi Normal Univ, Sch Chem & Pharmaceut Sci, State Key Lab Chem & Mol Engn Med Resources, Guilin 541004, Peoples R China
[2] Jishou Univ, Coll Chem & Chem Engn, Jishou 416000, Peoples R China
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 22期
基金：
中国国家自然科学基金;
关键词：
TERMINAL ALKYNES; AMINOCARBONYLATION; AMINES; AMIDE; FUNCTIONALIZATION; CARBONYLATION; HETEROCYCLES; DERIVATIVES; ISONITRILE; FORMAMIDES;
D O I：
10.1021/acs.orglett.8b03068
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Palladium-catalyzed three-component reactions between terminal alkynes, isonitriles, and sodium carboxylates have been developed. This novel and operationally simple methodology provides an alternative for the synthesis of N-acyl propiolamide derivatives under mild conditions using isonitriles as the amine source and sodium carboxylates as the oxygen and acyl source.
引用
收藏
页码：7117 / 7120
页数：4
相关论文
共 50 条
  • [21] Palladium-Catalyzed Regioselective Three-Component Cascade Bisthiolation of Terminal Alkynes
    Li, Jianxiao
    Li, Can
    Ouyang, Lu
    Li, Chunsheng
    Yang, Shaorong
    Wu, Wanqing
    Jiang, Huanfeng
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (06) : 1138 - 1150
  • [22] Palladium-catalyzed three-component reaction for the synthesis of 3,3-disubstituted allylic alcohols with regio- and stereoselectivity
    Hu, Gang
    Wang, Jingtao
    Li, Zefei
    Liu, Yajing
    Gong, Ping
    NEW JOURNAL OF CHEMISTRY, 2018, 42 (03) : 1736 - 1739
  • [23] Palladium-Catalyzed Regioselective C-2 Arylation of Benzofurans with N-Acyl Arylhydrazines
    Cao, Jun
    Chen, Zi-Li
    Li, Shu-Min
    Zhu, Gao-Feng
    Yang, Yuan-Yong
    Wang, Cong
    Chen, Wen-Zhang
    Wang, Jian-Ta
    Zhang, Ji-Quan
    Tang, Lei
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (22) : 2774 - 2779
  • [24] Modular Synthesis of Multisubstituted Furans through Palladium-Catalyzed Three-Component Condensation of Alkynylbenziodoxoles, Carboxylic Acids, and Imines
    Wu, Junliang
    Yoshikai, Naohiko
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (38) : 11107 - 11111
  • [25] Palladium-Catalyzed Stine-Type Coupling of N-Acyl Iminium Ions with Distannanes: A Multicomponent Synthesis of α-Amidostannanes
    Xu, Boran
    Arndtsen, Bruce A.
    ACS CATALYSIS, 2014, 4 (03): : 843 - 846
  • [26] Preparation of quinazolino[3,2-a]quinazolines via a palladium-catalyzed three-component reaction of carbodiimide, isocyanide, and amine
    Qiu, Guanyinsheng
    He, Yaohua
    Wu, Jie
    CHEMICAL COMMUNICATIONS, 2012, 48 (32) : 3836 - 3838
  • [27] A palladium-catalyzed three-component reaction for the preparation of quinazolin-4(3H)-imines
    Qiu, Guanyinsheng
    Liu, Gang
    Pu, Shouzhi
    Wu, Jie
    CHEMICAL COMMUNICATIONS, 2012, 48 (23) : 2903 - 2905
  • [28] Palladium-Catalyzed Three-Component Tandem Reaction for One-pot Highly Stereoselective Synthesis of (Z)-α-Hydroxymethyl Allylic Sulfones
    Hou, Yunlei
    Shen, Qi
    Li, Zefei
    Chen, Shaowei
    Zhao, Yanfang
    Qin, Mingze
    Gong, Ping
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (04) : 631 - 636
  • [29] A palladium-catalyzed three-component coupling of arylboronic acids, sulfur dioxide and hydrazines
    Ye, Shengqing
    Wu, Jie
    CHEMICAL COMMUNICATIONS, 2012, 48 (62) : 7753 - 7755
  • [30] A Lewis Acid Palladium(II)-Catalyzed Three-Component Synthesis of α-Substituted Amides
    Beisel, Tamara
    Manolikakes, Georg
    ORGANIC LETTERS, 2013, 15 (23) : 6046 - 6049
12345