Multicomponent Reactions for Expeditious Construction of β-Indole Carboxamide Amino Amides

被引：2
|
作者：
Yu, Mengyao [1 ]
Zeng, Linwei [1 ]
Xu, Gang [2 ]
Cui, Sunliang [1 ]
机构：
[1] Zhejiang Univ, Inst Drug Discovery & Design, Coll Pharmaceut Sci, Hangzhou 310058, Peoples R China
[2] Zhejiang Univ, Coll Chem & Biol Engn, Hangzhou 310058, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 16期
基金：
中国国家自然科学基金;
关键词：
EFFICIENT SYNTHESIS; PRODUCTS; FUNCTIONALIZATION; INDOLES;
D O I：
10.1021/acs.joc.3c01426
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A multicomponentreaction of N-indole carboxylicacids, aldehydes, amines, and C2 building blocks can be transformedto structurally diverse & beta;-indole carboxamide amino amides. Inthis multicomponent reaction, the ynamides and triazenyl alkynes actas the C2 building block, and this protocol features readily availablestarting materials, high atom economy, and mild reaction conditions.Besides, the acyl triazene group in the product can be easily transformedto differential groups to expand the structural diversity.
引用
收藏
页码：12150 / 12161
页数：12
相关论文
共 18 条
  • [1] One-Pot Multicomponent Synthesis of β-Amino Amides
    Huang, Bo
    Zeng, Linwei
    Shen, Yangyong
    Cui, Sunliang
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (16) : 4565 - 4568
  • [2] Silver-catalyzed multicomponent reactions for the construction of γ-carbonyl-α-amino acid derivatives
    Yuan, Chunming
    Zhao, Xiaohui
    Nan, Guangming
    TETRAHEDRON LETTERS, 2020, 61 (39)
  • [3] APPLICATION OF MULTICOMPONENT REACTIONS FOR CONSTRUCTION OF QUINOLINE DERIVATIVES
    Jha, Anand Mohan
    HETEROCYCLIC LETTERS, 2023, 13 (03): : 505 - 514
  • [4] One-Pot Construction of Bis-Heterocycles through Isocyanide Based Multicomponent Reactions
    Ishwar Bhat, Subrahmanya
    CHEMISTRYSELECT, 2020, 5 (27): : 8040 - 8061
  • [5] Engaging a thiazole-DMAD zwitterion in novel one-pot multicomponent reactions involving chromones. Expeditious synthesis of thiazolo- and chromenothiazolopyridines
    Terzidis, Michael A.
    Stephanidou-Stephanatou, Julia
    Tsoleridis, Constantinos A.
    TETRAHEDRON LETTERS, 2009, 50 (11) : 1196 - 1198
  • [6] Multicomponent Cascade Reactions of Unprotected Ketoses and Amino Acids - Access to a Defined Configured Quaternary Stereogenic Center
    Richter, Celin
    Minh Nguyen Trung
    Mahrwald, Rainer
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (21) : 10849 - 10865
  • [7] Applications of N-Halo Reagents in Multicomponent Reactions: A Still Underrated Approach for the Construction of Heterocyclic Scaffolds
    de Andrade, Vitor S. C.
    de Mattos, Marcio C. S.
    CURRENT ORGANIC CHEMISTRY, 2022, 26 (11) : 1088 - 1111
  • [8] Multicomponent Reactions Using C,N-Binucleophilic Nature of Aminopyrazoles: Construction of Pyrazole-Fused Heterocycles
    Parvin, Tasneem
    TOPICS IN CURRENT CHEMISTRY, 2023, 381 (04)
  • [9] Gold-Catalyzed Intermolecular Reactions of (Z)-Enynols with Indoles for the Construction of Dihydrocyclohepta[b]indole Skeletons through a Cascade Friedel-Crafts/Hydroarylation Sequence
    Lu, Yuhua
    Du, Xiangwei
    Jia, Xueshun
    Liu, Yuanhong
    ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (10) : 1517 - 1522
  • [10] Indole Editing Enabled by HFIP-Mediated Ring-Switch Reactions of 3-Amino-2-Hydroxyindolines
    Abe, Takumi
    Yamashiro, Toshiki
    Shimizu, Kaho
    Sawada, Daisuke
    CHEMISTRY-A EUROPEAN JOURNAL, 2022, 28 (37)
12