Novel Multicomponent Domino Approach to 2,5-Bifunctionalized Five-Membered Cyclic Nitrones

被引：5
|
作者：
Buchlovic, Marian [1 ]
Man, Stanislav [1 ]
Potacek, Milan [1 ]
机构：
[1] Masaryk Univ, Dept Chem, CS-61137 Brno, Czech Republic
来源：
SYNTHESIS-STUTTGART | 2012年 / 44卷 / 06期
关键词：
allenes; alcohols; aldehydes; domino reactions; multicomponent reactions; nitrones; 1,3-DIPOLAR CYCLOADDITION; TANDEM REACTIONS; BUILDING-BLOCKS; TRANSFORMATIONS; UNDERSTAND; RADICALS; STRATEGY; PROTEIN;
D O I：
10.1055/s-0031-1289726
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Multicomponent reactions of 2,2-dimethylpenta- 3,4-dienal oxime with aldehydes and primary alcohols were studied and the optimum conditions for preparing a new family of 2,5-substituted five-membered cyclic nitrones were identified. This reaction offers direct access to the target structures in a single synthetic step. The scope and limitations of the reaction were evaluated, and all products were isolated and fully characterized.
引用
收藏
页码：973 / 982
页数：10
相关论文
共 50 条
  • [31] A method for the synthesis of 2-oxazolidinones and 2-imidazolidinones from five-membered cyclic carbonates and β-aminoalcohols or 1,2-diamines
    Xiao, Lin-fei
    Xu, Li-wen
    Xia, Chun-gu
    GREEN CHEMISTRY, 2007, 9 (04) : 369 - 372
  • [32] Novel five-membered ring formation by oxidative photocyclization of 4-(2-arylvinyl)benzo[a]quinolizinium salts
    Arai, S
    Yoda, H
    Sato, K
    Yamagishi, T
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2002, 39 (02) : 425 - 428
  • [33] Complexes of hypercoordinate germanium with novel five-membered monoanionic (O,O)-chelating ligands based on 2-hydroxycarboxamides
    A. G. Shipov
    E. P. Kramarova
    T. P. Murasheva
    Vad. V. Negrebetsky
    S. Yu. Bylikin
    A. A. Korlyukov
    Yu. I. Baukov
    Russian Chemical Bulletin, 2005, 54 : 2233 - 2234
  • [34] Complexes of hypercoordinate germanium with novel five-membered monoanionic (O,O)-chelating ligands based on 2-hydroxycarboxamides
    Shipov, AG
    Kramarova, EP
    Murasheva, TP
    Negrebetsky, VV
    Bylikin, SY
    Korlyukov, AA
    Baukov, YI
    RUSSIAN CHEMICAL BULLETIN, 2005, 54 (09) : 2233 - 2234
  • [35] Amine-tethered DMAP Cation Catalysts: An Efficient Organocatalytic System for the Chemical Fixation of CO2 to Five-Membered Cyclic
    Dewi, Rita Sharmila
    Khaligh, Nader Ghaffari
    CURRENT ORGANOCATALYSIS, 2024,
  • [36] Annulation of five-membered cyclic enols with 3-aryl-2H-azirines: Catalytic versus non-catalytic cycloaddition
    Sakharov, Pavel A.
    Rostovskii, Nikolai V.
    Khlebnikov, Alexander F.
    Novikov, Mikhail S.
    TETRAHEDRON, 2017, 73 (31) : 4663 - 4670
  • [37] Organocatalytic Domino Reaction of Electron-Deficient 2,4-Dienes with 2-Halo-1,3-Dicarbonyl Compounds: A Highly Regio- and Stereoselective Approach to Functionalized Five-Membered Carbocycles
    Xie, Jian-Wu
    Xu, Mei-Lan
    Zhang, Ren-Zun
    Pan, Jin-Yun
    Zhu, Wei-Dong
    ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (2-3) : 395 - 400
  • [38] Mild incorporation of CO2 into epoxides: Application to nonisocyanate synthesis of poly(hydroxyurethane) containing triazole segment by polyaddition of novel bifunctional five-membered cyclic carbonate and diamines
    Aoyagi, Naoto
    Furusho, Yoshio
    Endo, Takeshi
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2018, 56 (09) : 986 - 993
  • [39] Synthesis of 1',3'-Dioxolan-2'-one by the Reaction of Steroidal Oxiranes with Carbon Dioxide: Synthesis of Five-Membered Cis Cyclic Carbonates
    Shamsuzzaman
    Baqi, Khan Aaftab Alam Abdul
    SYNTHETIC COMMUNICATIONS, 2010, 40 (15) : 2278 - 2283
  • [40] Oxidative carboxylation of olefins with CO2: environmentally benign access to five-membered cyclic carbonates (vol 10, pg 9103, 2020)
    Wang, Liang
    Que, Sisi
    Ding, Ziwei
    Vessally, Esmail
    RSC ADVANCES, 2020, 10 (18) : 10806 - 10806
12345