Ultrasound promoted 1,3-dipolar cycloaddition reactions of nitrile oxides with alpha,beta-unsaturated acetals

被引:7
|
作者
Lu, TJ
Sheu, LJ
机构
[1] Department of Chemistry, National Chung-Hsing University, Taichung
关键词
alpha; beta-unsaturated acetal; nitrile oxide; cycloaddition; regioselective; sonochemistry;
D O I
10.1002/jccs.199500119
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The 1,3-dipolar cycloaddition reactions of nitrile oxides and cc,P-unsaturated 1,3-dioxolanes were effectively accelerated by ultrasound irradiation to give the Delta(2)-isoxazolines with yields and regioselectivities surpassing those of the corresponding thermal reactions.
引用
收藏
页码:877 / 879
页数:3
相关论文
共 50 条
  • [21] 1,3-DIPOLAR ADDITION TO UNSATURATED COMPOUNDS .23. REACTIONS OF ALPHA, BETA-UNSATURATED PHOSPHINES WITH DIPHENYLNITRILIMINE
    KOLOKOLT.IG
    CHISTOKL.VN
    PETROV, AA
    [J]. JOURNAL OF GENERAL CHEMISTRY USSR, 1970, 40 (03): : 543 - &
  • [22] 1,3-Dipolar Cycloaddition Reaction of Nitrile Oxides to Isatin Imines
    Souzangarzadeh, Saeid
    [J]. IRANIAN JOURNAL OF CHEMISTRY & CHEMICAL ENGINEERING-INTERNATIONAL ENGLISH EDITION, 2016, 35 (01): : 31 - 35
  • [23] Diastereoselective 1,3-dipolar cycloaddition of nitrilimines to gamma-oxygenated alpha,beta-unsaturated enones and esters
    Grubert, L
    Galley, G
    Patzel, M
    [J]. TETRAHEDRON-ASYMMETRY, 1996, 7 (04) : 1137 - 1148
  • [24] 1,3-DIPOLAR CYCLOADDITION .43. ISOXAZOLIDINE FROM NITRONES WITH ALPHA BETA-UNSATURATED CARBOXYLICESTERS OR NITRILES
    HUISGEN, R
    HAUCK, H
    GRASHEY, R
    SEIDL, H
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1968, 101 (07): : 2568 - &
  • [25] 1,3-DIPOLAR CYCLOADDITION REACTION OF SUBSTITUTED TRIMETHYLSTANNYLACETYLENES WITH NITRILE OXIDES
    SAKAMOTO, T
    UCHIYAMA, D
    KONDO, Y
    YAMANAKA, H
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 1993, 41 (03) : 478 - 480
  • [26] 1,3-Dipolar cycloaddition of nitrile oxides with unsymmetrically substituted norbornenes
    Mayo, P
    Hecnar, T
    Tam, W
    [J]. TETRAHEDRON, 2001, 57 (28) : 5931 - 5941
  • [27] 1,3-DIPOLAR CYCLOADDITIONS .74. ORIENTATION PHENOMENA IN CYCLOADDITIONS OF ALIPHATIC AND AROMATIC NITRILE OXIDES TO ALPHA,BETA-UNSATURATED CARBOXYLIC ESTERS
    CHRISTL, M
    HUISGEN, R
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1973, 106 (10): : 3345 - 3367
  • [28] 1,3-dipolar cycloaddition reactions of nitrile oxides to prop-1-ene-1,3-sultone
    Tian, L
    Xu, GY
    Ye, Y
    Liu, LZ
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2003, 40 (06) : 1071 - 1074
  • [29] NMR Studies on 1,3-Dipolar Cycloaddition of Nitrile Oxides to Norbornenes
    Gucma, Miroslaw
    Golebiewski, W. Marek
    Krawczyk, Maria
    [J]. JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2013, 24 (05) : 805 - +
  • [30] 1,3-DIPOLAR CYCLOADDITION OF NITRILE OXIDES TO CARVONE AND RELATED COMPOUNDS
    SHIUE, CY
    LAWLER, RG
    CLAPP, LB
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (12): : 2210 - 2212