Facile Synthesis of 5-Carboxamide-oxazolines via a Passerini 3CC-Staudinger-aza-Wittig Sequence

被引：18
|
作者：
Wu, Jing [1 ]
Liu, Jian-Chao [1 ]
Wang, Long [1 ]
Ding, Ming-Wu [1 ]
机构：
[1] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China
来源：
SYNLETT | 2011年 / 19期
基金：
中国国家自然科学基金;
关键词：
oxazoline; Passerini reaction; aza-Wittig reaction; Staudinger reaction; iminophosphorane; UGI 4-COMPONENT REACTION; AZA-WITTIG REACTION; EFFICIENT SYNTHESIS; MULTICOMPONENT REACTIONS; BIOLOGICAL EVALUATION; INHIBITORS; ISOCYANIDE; ANALOGS; POTENT;
D O I：
10.1055/s-0031-1289865
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
5-Carboxamide-oxazolines were synthesized via a Passerini 3CC-Staudinger-aza-Wittig sequence in moderate to good yields, starting from easily accessible chloroacetaldehyde, isocyanides, and various acids.
引用
收藏
页码：2880 / 2882
页数：3
相关论文
共 38 条
  • [1] Synthesis of 5-Carboxamide-oxazolines with a Passerini-Zhu/Staudinger-Aza-Wittig Two-Step Protocol
    De Moliner, Fabio
    Crosignani, Stefano
    Banfi, Luca
    Riva, Renata
    Basso, Andrea
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2010, 12 (05): : 613 - 616
  • [2] New efficient synthesis of 2,3,4-trisubstituted 3,4-dihydroquinazolines by a Ugi 4CC/Staudinger/aza-Wittig sequence
    Zhong, Ying
    Wang, Long
    Ding, Ming-Wu
    TETRAHEDRON, 2011, 67 (20) : 3714 - 3723
  • [3] 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
  • [4] 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
  • [5] 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
  • [6] New efficient synthesis of polysubstituted 3,4-dihydroquinazolines and 4H-3,1-benzothiazines through a Passerini/Staudinger/aza-Wittig/addition/nucleophilic substitution sequence
    Zhao, Long
    Yang, Mao-Lin
    Liu, Min
    Ding, Ming-Wu
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2022, 18 : 286 - 292
  • [7] New efficient synthesis of 4-aminocarbonyl substituted 4H-3,1-benzoxazines by a Passerini 3CC/Staudinger/aza-Wittig sequence
    He, Ping
    Wu, Jing
    Nie, Yi-Bo
    Ding, Ming-Wu
    TETRAHEDRON, 2009, 65 (41) : 8563 - 8570
  • [8] Synthesis of 3-oxo-1,4-diazepine-5-carboxamides and 6-(4-oxo-chromen-3-yl)-pyrazinones via sequential Ugi 4CC/Staudinger/intramolecular nucleophilic cyclization and Ugi 4CC/Staudinger/aza-Wittig reactions
    Akbarzadeh, Roya
    Our, Tayebeh Amanp
    Bazgir, Ayoob
    TETRAHEDRON, 2014, 70 (43) : 8142 - 8147
  • [9] Synthesis of 2H-pyrrolo[3,4-C]quinoline via an Aldol/Van Leusen/Staudinger/aza-Wittig sequence
    Shi, Yu-Qing
    Liao, Li-De
    He, Ping
    Hu, Yang-Gen
    Cheng, Hua
    Wang, Song
    Wu, Jun-Jun
    SYNTHETIC COMMUNICATIONS, 2016, 46 (16) : 1357 - 1363
  • [10] Regioselective Synthesis of 2-Acylquinazolines and 3H-1,4-Benzodiazepin-3-ones by a Ugi 4CC/Staudinger/aza-Wittig Sequence
    Zhong, Ying
    Zhang, Hao
    Ding, Ming-Wu
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (02) : 330 - 335
1234