A NEW SYNTHESIS OF 5-HYDROXY-2-ISOXAZOLINES AND THEIR CONVERSION INTO ISOXAZOLES

被引:0
|
作者
MAREI, MG
GHONAIM, RA
机构
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of 1,5-diarylpent-1-yne-3,5-diones (1) or 2,6-diaryl-4H-pyran-4-ones (2) with hydroxylamine in ethanol leads to the formation of 5-hydroxyisoxazolines (3, 6) along with isoxazoles (7, 8) as minor products. The isoxazolines can be converted into isoxazoles on prolonged heating with xylene. The structure of the interadiate 5-hydroxyisoxazolines was established from their IR, UV, H-1 NMR and mass spectral data.
引用
收藏
页码:418 / 421
页数:4
相关论文
共 50 条
  • [31] 3-(2-benzyloxyphenyl)isoxazoles and isoxazolines: Synthesis and evaluation as CFTR activators
    Sammelson, RE
    Ma, T
    Galietta, LJV
    Verkman, AS
    Kurth, MJ
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (15) : 2509 - 2512
  • [32] Efficient synthesis of isoxazoles and isoxazolines from aldoximes using Magtrieve™ (CrO2)
    Bhosale, Sandeep
    Kurhade, Santosh
    Prasad, Uppuleti Viplava
    Palle, Venkata P.
    Bhuniya, Debnath
    TETRAHEDRON LETTERS, 2009, 50 (27) : 3948 - 3951
  • [33] METHODS FOR THE CONVERSION OF ISOXAZOLINES TO BETA-HYDROXY KETONES
    KOZIKOWSKI, AP
    ADAMCZYK, M
    TETRAHEDRON LETTERS, 1982, 23 (31) : 3123 - 3126
  • [34] A NEW SYNTHESIS OF 4-ISOXAZOLINES AND THEIR THERMAL CONVERSION INTO PYRROLES
    ADACHI, I
    HARADA, K
    KANO, H
    TETRAHEDRON LETTERS, 1969, (55) : 4875 - &
  • [35] A new and efficient approach to isoxazolines. First synthesis of 3-aryl-5-dichloromethyl-2-isoxazolines
    Guirado, Antonio
    Martiz, Bruno
    Andreu, Raquel
    Bautista, Delia
    TETRAHEDRON, 2011, 67 (32) : 5811 - 5815
  • [36] Metal-free DBU promoted regioselective synthesis of isoxazoles and isoxazolines
    Mohammed, Shabber
    Vishwakarma, Ram A.
    Bharate, Sandip B.
    RSC ADVANCES, 2015, 5 (05): : 3470 - 3473
  • [37] Synthesis of Isoxazolidines, Isoxazolines and Isoxazoles from O-Unsaturated Alkoxyamines
    Escudero, Julien
    Bellosta, Veronique
    Cossy, Janine
    LETTERS IN ORGANIC CHEMISTRY, 2018, 15 (05) : 365 - 374
  • [38] Synthesis of Bicyclic Isoxazoles and Isoxazolines via Intramolecular Nitrile Oxide Cycloaddition
    Chen, Wen-Chang
    Kavala, Veerababurao
    Shih, Yu-Hsuan
    Wang, Yu-Hsuan
    Kuo, Chun-Wei
    Yang, Tang-Hao
    Huang, Chia-Yu
    Chiu, Hao-Hsiang
    Yao, Ching-Fa
    MOLECULES, 2015, 20 (06): : 10910 - 10927
  • [39] Trifluoromethylation of Aromatic Isoxazoles: Regio- and Diastereoselective Route to 5-Trifluoromethyl-2-isoxazolines
    Kawai, Hiroyuki
    Tachi, Kentaro
    Tokunaga, Etsuko
    Shiro, Motoo
    Shibata, Norio
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (34) : 7803 - 7806
  • [40] Synthesis of Isoxazolines and Isoxazoles via Metal-Free Desulfitative Cyclization
    Cheng, Jiaxin
    Yang, Ze
    Li, Yuansheng
    Xi, Yulan
    Sun, Qiu
    He, Ling
    SYNTHESIS-STUTTGART, 2018, 50 (12): : 2385 - 2393