The Application of Multicomponent Ugi and Passerini Reactions for the One-Pot Synthesis of Pyrrolones and Butenolides

被引:19
|
作者
Nechaev, Anton A. [1 ]
Peshkov, Anatoly A. [1 ]
Peshkov, Vsevolod A. [2 ]
Van der Eycken, Erik V. [1 ]
机构
[1] Univ Leuven, Dept Chem, LOMAC, KU Leuven, Celestijnenlaan 200F, B-3001 Leuven, Belgium
[2] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Dushu Lake Campus, Suzhou 215123, Peoples R China
来源
SYNTHESIS-STUTTGART | 2016年 / 48卷 / 14期
基金
比利时弗兰德研究基金会;
关键词
Ugi reaction; Passerini reaction; propiolic acid; ethyl glyoxylate; pyrrolone; butenolide; BETA-LACTAMS; COMBINATORIAL SYNTHESIS; FACILE SYNTHESIS; ISOCYANIDES; TRANSFORMATIONS; HETEROCYCLES; ANALOGS; ACCESS; ROUTE;
D O I
10.1055/s-0035-1561422
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new protocol for the one-pot synthesis of pyrrolones and butenolides involving an isocyanide-based multicomponent reaction (Ugi or Passerini) followed by a triethylamine-promoted cycloisomerization is described.
引用
收藏
页码:2280 / 2286
页数:7
相关论文
共 50 条
  • [1] One-pot multicomponent reactions
    Lombardo, M
    Trombini, C
    [J]. SEMINARS IN ORGANIC SYNTHESIS, 1998, : 7 - 32
  • [2] One-pot synthesis of imaging agents by multicomponent reactions
    Jauregui, Maite
    Faulkner, Stephen
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233 : 694 - 694
  • [3] Passerini and Ugi Multicomponent Reactions in Polymer Science
    Sehlinger, Ansgar
    Meier, Michael A. R.
    [J]. MULTI-COMPONENT AND SEQUENTIAL REACTIONS IN POLYMER SYNTHESIS, 2015, 269 : 61 - 86
  • [4] An Efficient One-Pot Synthesis of Bis Butenolides
    Bayat, Mohammad
    Fox, Joseph M.
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2016, 53 (05) : 1661 - 1664
  • [5] Ugi and Passerini Reactions as Successful Models for Investigating Multicomponent Reactions
    Liu, Zai-Qun
    [J]. CURRENT ORGANIC CHEMISTRY, 2014, 18 (06) : 719 - 739
  • [6] Still Unconquered: Enantioselective Passerini and Ugi Multicomponent Reactions
    Wang, Qian
    Wang, De-Xian
    Wang, Mei-Xiang
    Zhu, Jieping
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2018, 51 (05) : 1290 - 1300
  • [7] Imides: forgotten players in the Ugi reaction. One-pot multicomponent synthesis of quinazolinones
    Mossetti, Riccardo
    Pirali, Tracey
    Saggiorato, Desiree
    Tron, Gian Cesare
    [J]. CHEMICAL COMMUNICATIONS, 2011, 47 (24) : 6966 - 6968
  • [8] One pot synthesis of selenocysteine containing peptoid libraries by Ugi multicomponent reactions in water
    Abbas, M
    Bethke, J
    Wessjohann, LA
    [J]. CHEMICAL COMMUNICATIONS, 2006, (05) : 541 - 543
  • [9] Synthesis of butenolides by one-pot cyclization reactions of silyl enol ethers with oxalyl chloride
    Langer, Peter
    [J]. SYNLETT, 2006, (20) : 3369 - 3381
  • [10] Application of the Ugi Reaction for the One-Pot Synthesis of Uracil Polyoxin C Analogues
    Plant, Andrew
    Thompson, Peter
    Williams, David M.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (13): : 4870 - 4873