Formal [3+2] cycloaddition of Ugi adducts towards pyrrolines

被引：13
|
作者：
Ben Abdessalem, Abdelbari [1 ]
Abderrahim, Raoudha [2 ]
Agrebie, Asma [1 ]
Dos Santos, Aurelie [1 ]
El Kaim, Laurent [1 ]
Komesky, Andrew [1 ]
机构：
[1] ENSTA ParisTech, Ecole Polytech, CNRS, ENSTA,Lab Chim & Proc,UMR 7652, F-91120 Palaiseau, France
[2] Univ Carthage, Fac Sci Bizerte, Lab Phys Lamellaires Mat & Hybrids Nanomat, Zarzouna 7021, Bizerte, Tunisia
来源：
CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 06期
关键词：
ASYMMETRIC 1,3-DIPOLAR CYCLOADDITIONS; AZOMETHINE YLIDES; MULTICOMPONENT REACTIONS; HETEROCYCLIC-COMPOUNDS; BOC/CYCLIZE STRATEGY; PROLINE DERIVATIVES; ALKALOIDS; CHEMISTRY; INDOLIZIDINE; CONSTRUCTION;
D O I：
10.1039/c4cc08282f
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Ugi adducts derived from aromatic aldehydes may be converted to pyrrolines via addition of Michael acceptors under microwave irradiation. The reaction may proceed via unusual formation of azomethine ylides followed by a [3+2] cycloaddition using Michael acceptors.
引用
收藏
页码：1116 / 1119
页数：4
相关论文
共 50 条
  • [31] Thiourea-catalyzed asymmetric formal [3+2] cycloaddition of azomethine ylides with nitroolefins
    Xie, Jianwu
    Yoshida, Kohzo
    Takasu, Kiyosei
    Takemoto, Yoshiji
    TETRAHEDRON LETTERS, 2008, 49 (48) : 6910 - 6913
  • [32] Lewis acid catalyzed formal [3+2] cycloaddition of 5-alkoxyoxazoles and thiiazoles
    Suga, H
    Ibata, T
    REVIEWS ON HETEROATOM CHEMISTRY, 1999, 21 : 195 - 221
  • [33] Studies on the Formal [3+2] Cycloaddition of Aziridines with Alkenes for the Synthesis of 1-Azaspiroalkanes
    Martinand-Lurin, Elodie
    Gruber, Raymond
    Retailleau, Pascal
    Fleurat-Lessard, Paul
    Dauban, Philippe
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (03): : 1414 - 1426
  • [34] Novel palladium catalyzed formal [3+2] cycloaddition via hydrocarbonation reactions of allenes
    Meguro, M
    Yamamoto, Y
    JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (03): : 694 - 695
  • [35] Asymmetric Formal [3+2]-Cycloaddition of Azomethine (mines with Azlactones To Synthesize Bicyclic Pyrazolidinones
    Zhang, Qan
    Guo, Songsong
    Yang, Jian
    Yu, Kunru
    Feng, Xiaoming
    Lin, Lili
    Liu, Xiaohua
    ORGANIC LETTERS, 2017, 19 (21) : 5826 - 5829
  • [36] SYNTHESIS OF DIHYDRO-1H-INDENES VIA A FORMAL 3+2 CYCLOADDITION
    ANGLE, SR
    ARNAIZ, DO
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 200 : 112 - ORGN
  • [37] Lewis Acid Catalyzed Formal (3+2)-Cycloaddition of Bicyclo[1.1.0]butanes with Ketenes
    Radhoff, Niklas
    Daniliuc, Constantin G. G.
    Studer, Armido
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (34)
  • [38] Unveiling the high reactivity of benzyne in the formal [3+2] cycloaddition reactions towards thioamides through the Molecular Electron Density Theory
    Rhyman, Lydia
    Rios-Gutierrez, Mar
    Domingo, Luis R.
    Ramasami, Ponnadurai
    TETRAHEDRON, 2020, 76 (39)
  • [39] A FORMAL TOTAL SYNTHESIS OF (+/-)-FORSKOLIN THROUGH [3+2] NITRILE OXIDE CYCLOADDITION CHEMISTRY
    BARCO, A
    BENETTI, S
    SPALLUTO, G
    CASOLARI, A
    POLLINI, GP
    ZANIRATO, V
    BARALDI, PG
    FARMACO, 1991, 46 (11): : 1281 - 1295
  • [40] Synthesis of C3-Quaternary 2H-Pyrrolines by [3+2] Cycloaddition of Isocyanoacetates and 1,1-Disubstituted Alkenes
    Cheng, Yi
    Zhang, Runmei
    Lu, Tianhao
    Shen, Yong
    Wang, Min
    Xie, Chunsong
    LETTERS IN ORGANIC CHEMISTRY, 2020, 17 (08) : 586 - 589
12345