Copper-catalyzed tandem reaction in ionic liquid: an efficient reusable catalyst and solvent media for the synthesis of fused poly hetero cyclic compounds

被引：22
作者：
Naidu, Shivaji [1 ]
Reddy, Sabbasani Rajasekhara [1 ]
机构：
[1] VIT Univ, Sch Adv Sci, Dept Chem, Vellore 632014, Tamil Nadu, India
来源：
RSC ADVANCES | 2016年 / 6卷 / 67期
关键词：
ONE-POT SYNTHESIS; GOLD(I)-CATALYZED CASCADE; ACID; HYDROAMINATION; ACCESS; AMINES; SALT;
D O I：
10.1039/c6ra13712a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Herein we report a copper catalyzed tandem reaction for the synthesis of therapeutically important pyrrolo-/pyrido[2,1-b] benzo[d][1,3] oxazin-1-ones from 2-aminobezyl alcohols using alkynoic acids under ligand and base free conditions in the presence of a green solvent medium [bmim]OTf. The catalyst and solvent were successfully recycled and reused.
引用
收藏
页码：62742 / 62746
页数：5
相关论文
共 41 条
  • [1] Pd(II) acts simultaneously as a Lewis acid and as a transition-metal catalyst: Synthesis of cyclic alkenyl ethers from acetylenic aldehydes
    Asao, N
    Nogami, T
    Takahashi, K
    Yamamoto, Y
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (05) : 764 - 765
  • [2] Preparation of Novel Polycyclic Heterocycles Using a Tin(II) Chloride Dihydrate-Mediated Deacetalisation-Bicyclisation Sequence
    Cayley, Alex N.
    Gallagher, Katherine A.
    Menard-Moyon, Cecilia
    Schmidt, Jan Peter
    Diorazio, Louis J.
    Taylor, Richard J. K.
    [J]. SYNTHESIS-STUTTGART, 2008, (23): : 3846 - 3856
  • [3] Chan D.S.-H., 2010, ANGEW CHEM, V122, P2922, DOI DOI 10.1002/ANGE.200907360
  • [4] PtCl4-catalyzed domino synthesis of fused bicyclic acetals
    Dieguez-Vazquez, Alejandro
    Tzschucke, C. Christoph
    Lam, Wing Yee
    Ley, Steven V.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (01) : 209 - 212
  • [5] Pyrrolo[1,2-a] quinazolines. Synthesis and biological properties
    Dumitrascu, Florea
    Popa, Marcel M.
    [J]. ARKIVOC, 2014, : 428 - 452
  • [6] Ionic liquid (molten salt) phase organometallic catalysis
    Dupont, J
    de Souza, RF
    Suarez, PAZ
    [J]. CHEMICAL REVIEWS, 2002, 102 (10) : 3667 - 3691
  • [7] Copper(I)-Catalyzed One-Pot Synthesis of 2H-1,4-Benzoxazin-3-(4H)-ones from o-Halophenols and 2-Chloroacetamides
    Feng, Enguang
    Huang, He
    Zhou, Yu
    Ye, Deju
    Jiang, Hualiang
    Liu, Hong
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (07) : 2846 - 2849
  • [8] Tandem inverse-electron-demand hetero-/retro-Diels-Alder reactions for aromatic nitrogen heterocycle synthesis
    Foster, Radleigh A. A.
    Willis, Michael C.
    [J]. CHEMICAL SOCIETY REVIEWS, 2013, 42 (01) : 63 - 76
  • [9] Gromachevskaya E.V., 2003, CHEM HETEROCYC COMPO, V39, P137, DOI DOI 10.1023/A:1023731120551
  • [10] Recent advances in the gold-catalyzed additions to C-C multiple bonds
    Huang, He
    Zhou, Yu
    Liu, Hong
    [J]. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2011, 7 : 897 - 936
12345