A Lewis Acid Palladium(II)-Catalyzed Three-Component Synthesis of α-Substituted Amides

被引：36
|
作者：
Beisel, Tamara [1 ]
Manolikakes, Georg [1 ]
机构：
[1] Goethe Univ Frankfurt, Dept Organ Chem & Chem Biol, D-60054 Frankfurt, Germany
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 23期
关键词：
CATALYZED ASYMMETRIC ARYLATION; N-ACYLIMINIUM IONS; ARYLBORONIC ACIDS; PETASIS REACTION; IMINES; AMINES; DERIVATIVES; ALKYLATION; ALDEHYDES; ALCOHOLS;
D O I：
10.1021/ol402949t
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A Lewis acid palladium-catalyzed reaction of amides, aryl aldehydes, and arylboronic acids is described. This new method allows for a practical and general synthesis of alpha-substituted amides from simple, readily available building blocks.
引用
收藏
页码：6046 / 6049
页数：4
相关论文
共 50 条
  • [41] Three-Component Asymmetric Mannich Reaction Catalyzed by a Lewis Acid with Rhodium-Centered Chirality
    Feng, Lihe
    Dai, Xuemei
    Meggers, Eric
    Gong, Lei
    CHEMISTRY-AN ASIAN JOURNAL, 2017, 12 (09) : 963 - 967
  • [42] Palladium-catalyzed synthesis of highly substituted endocyclic enol lactones via a three-component coupling reaction in an ionic liquid
    Li, Yu
    Yu, Zhengkun
    Alper, Howard
    ORGANIC LETTERS, 2007, 9 (09) : 1647 - 1649
  • [43] Lewis acid catalyzed reactivity switch: pseudo three-component annulation of nitrosoarenes and (epoxy)styrenes
    Purkait, Anisha
    Saha, Subhajit
    Ghosh, Santanu
    Jana, Chandan K.
    CHEMICAL COMMUNICATIONS, 2020, 56 (95) : 15032 - 15035
  • [44] Development of a copper(II)-catalyzed three-component tandem synthesis of isoindolinone derivatives
    Sun, Leon Xuetong
    Zeng, Tieqiang
    Jiang, Dong
    Dai, Li-Yi
    Li, Chao-Jun
    CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 2012, 90 (01): : 92 - 99
  • [45] Three-component synthesis of (E)-α,β-unsaturated amides of the piperine family
    Schobert, R
    Siegfried, S
    Gordon, GJ
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (19): : 2393 - 2397
  • [46] Copper(II)-Catalyzed Three-Component Cascade Annulation of Diaryliodoniums, Nitriles, and Alkynes: A Regioselective Synthesis of Multiply Substituted Quinolines
    Wang, Yong
    Chen, Chao
    Peng, Jing
    Li, Ming
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (20) : 5323 - 5327
  • [47] Palladium-Catalyzed, Microwave-Enhanced Three-Component Synthesis of Isoquinolines with Aqueous Ammonia
    Dell'Acqua, Monica
    Abbiati, Giorgio
    Rossi, Elisabetta
    SYNLETT, 2010, (17) : 2672 - 2676
  • [48] Acid-Catalyzed Synthesis of Diverse Indol-3-Yl-Substituted Tetrahydropyridines through Three-Component Reactions
    Zhu, Hongmei
    Chen, Lei
    Bai, Rongxian
    Gu, Yanlong
    ADVANCED SYNTHESIS & CATALYSIS, 2022, 364 (16) : 2883 - 2888
  • [49] Three-Component Synthesis of Perfluoroalkyl- or Perfluoroaryl-Substituted 4-Hydroxypyridine Derivatives and Their Palladium-Catalyzed Coupling Reactions
    Lechel, Tilman
    Dash, Jyotirmayee
    Hommes, Paul
    Lentz, Dieter
    Reissig, Hans-Ulrich
    JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (03): : 726 - 732
  • [50] Copper-Catalyzed Enantioselective Three-Component Carboamidation of Styrenes with Alkanes and Amides
    Chen, Ying-Ying
    Dai, Ling
    Zhang, Xuan-Ge
    Zhou, Qi-Lin
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2025,
12345