[bmIm]OH-catalyzed amidation of azides and aldehydes: an efficient route to amides

被引：15
|
作者：
Gu, Lijun [1 ,2 ]
Wang, Wei [1 ]
Liu, Jiyan [1 ]
Li, Ganpeng [1 ]
Yuan, Minglong [2 ]
机构：
[1] Yunnan Minzu Univ, State Ethn Affairs Commiss & Minist Educ, Key Lab Chem Ethn Med Resources, Kunming 650500, Yunnan, Peoples R China
[2] Yunnan Minzu Univ, Engn Res Ctr Biopolymer Funct Mat Yunnan, Kunming 650500, Yunnan, Peoples R China
来源：
GREEN CHEMISTRY | 2016年 / 18卷 / 09期
关键词：
IONIC LIQUID; OXIDATIVE AMIDATION; MILD CONDITIONS; COPPER; AMINES; KETONES; 1,2,3-TRIAZOLES; CARBONYLATION; ALKYLATION; CATALYSIS;
D O I：
10.1039/c6gc00402d
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A [bmIm]OH-catalyzed amidation of azides and aldehydes is reported. This reaction is easily handled and proceeds under mild conditions. The overall transformation involves azide-enolate cycloaddition, which subsequently undergoes rearrangement to give amides. Importantly, the employment of ionic liquid makes this transformation green and practical.
引用
收藏
页码：2604 / 2608
页数：5
相关论文
共 45 条
  • [31] Bi(NO3)3.5H2O catalyzed phosphonylation of aldehydes: An efficient route to -hydroxyphosphonates
    Kumar, Anil
    Jamwal, Shivali
    Khan, Shahaba
    Singh, Nasseb
    Rai, Vijai K.
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2017, 192 (03) : 381 - 385
  • [32] Efficient Synthesis of Symmetrical Bisamides from Aldehydes and Amides Catalyzed by Silica-Bonded S-Sulfonic Acid Nanoparticles
    Tajbakhsh, Mahmood
    Hosseinzadeh, Rahman
    Alinezhad, Heshmatollah
    Rezaee, Parizad
    SYNTHETIC COMMUNICATIONS, 2013, 43 (17) : 2370 - 2379
  • [33] Silica Chloride-Catalyzed Microwave-Assisted Efficient and Selective One-Pot Synthesis of Amides from Aldehydes
    Datta, Bandita
    Pasha, M. A.
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2012, 33 (07): : 2129 - 2130
  • [34] Three-Component Reactions of Aldehydes, Amines, and Alkynes/Alkenes Catalyzed by Trifluoromethanesulfonic Acid: An Efficient Route to Substituted Quinolines
    Zhang, Xu
    Xu, Xuefeng
    Yu, Lintao
    Zhao, Qiang
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 3 (03) : 281 - 284
  • [35] [bmIm]OH catalyzed coupling: Green and efficient synthesis of 2,8 dioxacyclopenta [a] inden-3-one derivatives in an aqua media
    Waseem, Malik A.
    Shireen
    Ansari, Khursheed
    Ibad, Farah
    Ibad, Afshan
    Singh, Jagdamba
    Siddiqui, I. R.
    TETRAHEDRON LETTERS, 2017, 58 (44) : 4169 - 4173
  • [36] PALLADIUM-CATALYZED CARBONYLATION OF AROMATIC-ALDEHYDES AND HYDROCARBONS - A NOVEL SYNTHETIC ROUTE TO ALPHA-KETO AMIDES VIA C-H ACTIVATION
    OZAWA, F
    YAMAGAMI, I
    NAKANO, M
    FUJISAWA, F
    YAMAMOTO, A
    CHEMISTRY LETTERS, 1989, (01) : 125 - 128
  • [37] BASE-CATALYZED AUTOXIDATION OF ALPHA-AMINONITRILES - AN EFFICIENT METHOD FOR CONVERSION OF ALDEHYDES TO AMIDES AND 2-AMINO-2-SULFENYLACETONITRILE TO CARBAMATES
    CHUANG, TH
    YANG, CC
    CHANG, CJ
    FANG, JM
    SYNLETT, 1990, (12) : 733 - 734
  • [38] Microwave-assisted heteropolyanion-based ionic liquid promoted sustainable protocol to N-heteroaryl amides via N-directing dual catalyzed oxidative amidation of aldehydes
    Fu, Renzhong
    Yang, Yang
    Jin, Weihua
    Gu, Hui
    Zeng, Xiaojun
    Chai, Wen
    Ma, Yunsheng
    Wang, Quan
    Yi, Jun
    Yuan, Rongxin
    RSC ADVANCES, 2016, 6 (109) : 107699 - 107707
  • [39] Pd(II)-catalyzed cascade Heck/intramolecular C(sp2)-H amidation reaction: An efficient route to 4-aryl-2-quinolinones
    Xiao, Chengqian
    Wang, Ziyi
    Lei, Min
    Hu, Lihong
    TETRAHEDRON, 2017, 73 (02) : 204 - 211
  • [40] [Bmim]OH mediated Cu-catalyzed azide-alkyne cycloaddition reaction: A potential green route to 1,4-disubstituted 1,2,3-triazoles
    Ali, Abdul Aziz
    Konwar, Manashjyoti
    Chetia, Mitali
    Sarma, Diganta
    TETRAHEDRON LETTERS, 2016, 57 (50) : 5661 - 5665
12345