Synthesis of fluorinated imines and carbodiimides from azides via aza-Wittig reaction

被引:4
|
作者
Wu, Yongming
Sun, Qingrui
Deng, Juan
Tian, Weisheng
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
[2] SHanghai Normal Univ, Life & Environm Sci Coll, Shanghai 200234, Peoples R China
基金
中国国家自然科学基金;
关键词
fluoroalkylazide; N-fluoroalkylimines; N-fluoroalkyliminophosphoranes; N; N '-difluoroalkylated carbodiimides; Staudinger reaction; aza-Wittig reaction;
D O I
10.1016/j.jfluchem.2006.06.004
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The Staudinger reaction of fluoroalkylazides were studied. A series of N-fluoroalkylimines were synthesized via aza-Wittig reaction of N-fluoroalkyliminophosphoranes. The N,N'-difluoroalkylated carbodiimide was also synthesized via the reaction of N-fluoroalkyliminophosphoranes with carbon dioxide or carbon disulfide. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:1152 / 1157
页数:6
相关论文
共 50 条
  • [21] Asymmetric aza-Wittig reactions:: Enantioselective synthesis of β-quaternary azacycles
    Lertpibulpanya, Duanpen
    Marsden, Stephen P.
    Rodriguez-Garcia, Ignacio
    Kilner, Colin A.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (30) : 5000 - 5002
  • [22] New Efficient Synthesis of 5-Ethoxyoxazoles and Oxazolo[3,2-c]quinazolines via Aza-Wittig Reaction
    Huang, Nian-Yu
    Nie, Yi-Bo
    Ding, Ming-Wu
    SYNLETT, 2009, (04) : 611 - 614
  • [23] The first aza-Wittig reaction involving a non-cumulated sulfoxy group
    Hemming, K
    Loukou, C
    Elkatip, S
    Smalley, RK
    SYNLETT, 2004, (01) : 101 - 105
  • [24] One-Pot Reaction of (β-Amino-α,α-difluoroethyl)phosphonates with Trifluoromethylated Ketones via Aza-Wittig Reagents
    Wang, Qian
    Liu, Jiang
    Wang, Nana
    Pajkert, Romana
    Mei, Haibo
    Roschenthaler, Gerd-Volker
    Han, Jianlin
    ADVANCED SYNTHESIS & CATALYSIS, 2022, 364 (12) : 1969 - 1974
  • [25] Facile Synthesis of 3-Arylidene-3H-1,4-benzodiazepines by a Sequential Ugi/Staudinger/Aza-Wittig Reaction
    Xie, Hai
    Liu, Jian-Chao
    Ding, Ming-Wu
    SYNTHESIS-STUTTGART, 2016, 48 (24): : 4541 - 4547
  • [26] Synthesis of secondary bis- and tris(amines) derivatives through staudinger/aza-Wittig reactions
    Lee, Jae Wook
    Han, Seung Choul
    Kim, Ji Hyeon
    Lee, Kilsung
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2006, 27 (10) : 1667 - 1670
  • [27] Synthesis of substituted 2-amino-5,6-dihydropyrimidin-4-ones using an aza-Wittig reaction
    Kochubey V.S.
    Blochin Ya.S.
    Rodin O.G.
    Perevalov V.P.
    Chem. Heterocycl. Compd., 2006, 7 (897-900): : 897 - 900
  • [28] Aza-Wittig reaction of (β-diazo-α,α-difluoroethyl)phosphonates with aldehydes for the synthesis of difluoromethylphosphonate-containing arylidene hydrazones
    Wang, Qian
    Pajkert, Romana
    Mei, Haibo
    Roeschenthaler, Gerd-Volker
    Han, Jianlin
    JOURNAL OF FLUORINE CHEMISTRY, 2024, 273
  • [29] A Flexible Protocol for the Preparation of Quinoline Derivatives through Mitsunobu Reaction and Aza-Wittig Intermediate
    Mohammed, Shireen
    Khalid, Maher
    Dawood, Alya
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 27 (04) : 457 - 462
  • [30] A thiazine-S-oxide, Staudinger/aza-Wittig based synthesis of benzodiazepines and benzothiadiazepines
    Anwar, B
    Grimsey, P
    Hemming, K
    Krajniewski, M
    Loukou, C
    TETRAHEDRON LETTERS, 2000, 41 (51) : 10107 - 10110