New Efficient Synthesis of 5-Ethoxyoxazoles and Oxazolo[3,2-c]quinazolines via Aza-Wittig Reaction

被引:19
|
作者
Huang, Nian-Yu [1 ]
Nie, Yi-Bo [1 ]
Ding, Ming-Wu [1 ]
机构
[1] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China
基金
中国国家自然科学基金;
关键词
oxazole; oxazolo[3,2-c]quinazoline; aza Wittig reaction; carbodiimide; imidoyl chloride; IMINOPHOSPHORANE-MEDIATED SYNTHESIS; FACILE SYNTHESIS; OXAZOLES; ROUTE;
D O I
10.1055/s-0028-1087562
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
5-Ethoxyoxazoles or 2-acylamino propanoates were synthesized by aza-Wittig reaction of iminophosphorane with acyl chloride in the presence of triethylamine. Reactions of 5-alkoxyoxazole with triphenyphosphine produced iminophosphoranes. A tandem aza-Wittig reaction of iminophosphorane with isocyanate or carbon disulfide generated oxazolo[3,2-c]quinazolines in satisfactory yields.
引用
收藏
页码:611 / 614
页数:4
相关论文
共 50 条
  • [1] Efficient Synthesis of Fused Pyrimidine Derivatives with Biological Activity via Aza-Wittig Reaction
    Ren Qingyun
    Tan Xiaosong
    He Hongwu
    CURRENT ORGANIC SYNTHESIS, 2011, 8 (05) : 752 - 763
  • [2] New efficient synthesis of 2-substituted benzothieno[3,2-d]pyrimidin-4(3H)-ones via a tandem aza-Wittig reaction
    Xu, Sheng-Zhen
    Hu, Yang-Gen
    Ding, Ming-Wu
    SYNTHESIS-STUTTGART, 2006, (24): : 4180 - 4186
  • [3] New Efficient Synthesis of 1,4-Benzodiazepin-5-ones by Catalytic Aza-Wittig Reaction
    Wang, Long
    Qin, Ru-Qing
    Yan, Hong-Ye
    Ding, Ming-Wu
    SYNTHESIS-STUTTGART, 2015, 47 (22): : 3522 - 3528
  • [4] New efficient synthesis of bis-1,2,4-oxadiazole derivatives via subsequent Staudinger/aza-Wittig reaction
    Xie, Hai
    Hu, Qingqing
    Li, Lu
    Qin, Xiuting
    Zhang, Yali
    Wang, Haiqing
    ARKIVOC, 2022, : 147 - 157
  • [5] Efficient Synthesis of Quinolines via a Knoevenagel/Staudinger/aza-Wittig Sequence
    Qu, Feng
    He, Ping
    Hu, Ruo-Fei
    Cheng, Xiao-Hong
    Wang, Song
    Wu, Jing
    SYNTHETIC COMMUNICATIONS, 2015, 45 (24) : 2802 - 2809
  • [6] Synthesis of fluorinated imines and carbodiimides from azides via aza-Wittig reaction
    Wu, Yongming
    Sun, Qingrui
    Deng, Juan
    Tian, Weisheng
    JOURNAL OF FLUORINE CHEMISTRY, 2006, 127 (09) : 1152 - 1157
  • [7] Synthesis of fluorescent trisubstituted oxazoles via a facile tandem Staudinger/aza-Wittig/isomerization reaction
    Xie, Hai
    Rao, Yong
    Ding, Ming-Wu
    DYES AND PIGMENTS, 2017, 139 : 440 - 447
  • [8] Efficient Synthesis of 5H-Indazolo[3,2-b]-1,3,4-benzotriazepines by a Tandem Aza-Wittig Cyclization
    Zhao, Fen-Fen
    Zhang, Hao
    Ding, Ming-Wu
    SYNTHESIS-STUTTGART, 2013, 45 (03): : 365 - 369
  • [9] Synthesis of (1→6)-carbodiimide-tethered pseudooligosaccharides via aza-Wittig reaction
    Fernández, JMG
    Mellet, CO
    Pérez, VMD
    Fuentes, J
    Kovács, J
    Pintér, I
    CARBOHYDRATE RESEARCH, 1997, 304 (3-4) : 261 - 270
  • [10] Simple and Efficient Synthesis of Diamino Derivatives of bis-1,2,4-oxadiazole via Tandem Staudinger/aza-Wittig Reaction
    Xie, Hai
    Hu, Qing-Qing
    Zhang, Ya-Li
    Qin, Xiu-Ting
    Li, Lu
    CURRENT ORGANIC SYNTHESIS, 2023, 20 (06) : 589 - 594