Microwave-Promoted Alkynylation-Cyclization of 2-Aminoaryl Ketones: A Green Strategy for the Synthesis of 2,4-Disubstituted Quinolines

被引:36
|
作者
Mohammadpoor-Baltork, Iraj [1 ]
Tangestaninejad, Shahram [1 ]
Moghadam, Majid [1 ]
Mirkhani, Valiollah [1 ]
Anvar, Salma [1 ]
Mirjafari, Arsalan [1 ]
机构
[1] Univ Isfahan, Catalysis Div, Dept Chem, Esfahan 8174673441, Iran
关键词
2,4-disubstituted quinolines; K5CoW12O40 center dot 3H(2)O; microwave irradiation; 2-aminoaryl ketones; arylacetylenes; POTASSIUM DODECATUNGSTOCOBALTATE TRIHYDRATE; EFFICIENT REUSABLE CATALYST; FRIEDLANDER SYNTHESIS; FACILE SYNTHESIS; DERIVATIVES; MILD; ACID; K5COW12O40-CENTER-DOT-3H(2)O; 2,4-DIARYLQUINOLINES; ALCOHOLS;
D O I
10.1055/s-0030-1259065
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of 2,4-disubstituted quinolines were easily prepared through a one-pot reaction of structurally diverse 2-aminoaryl ketones with various arylacetylenes in the presence of K5CoW12O40 center dot 3H(2)O as a reusable and environmentally benign catalyst under microwave irradiation and solvent-free conditions.
引用
收藏
页码:3104 / 3112
页数:9
相关论文
共 50 条
  • [31] FURTHER-STUDIES ON THE CYCLIZATION OF AROMATIC AZOMETHINES ORTHO-SUBSTITUTED WITH A TRIFLUOROMETHYL GROUP - SYNTHESIS OF 2,4-DISUBSTITUTED OR 2,3,4-TRISUBSTITUTED QUINOLINES
    STREKOWSKI, L
    PATTERSON, SE
    JANDA, L
    WYDRA, RL
    HARDEN, DB
    LIPOWSKA, M
    CEGLA, MT
    JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (01): : 196 - 201
  • [32] Solvent-free approach for the synthesis of 2,4-disubstituted quinolines using zeolites: evaluation of biological activity
    Madhuri, Lekkala
    Sai, Gajula Krishna
    Teja, Avusali Sai
    Vasu, Amrutham
    Sudha, Ambadipudi S. S. S. S.
    Balaji, Andugulapati Sai
    Reddy, Thota Jagadeshwar
    Narender, Nama
    NEW JOURNAL OF CHEMISTRY, 2025, 49 (15) : 6461 - 6468
  • [33] SYNTHESIS OF SOME 2,4-DISUBSTITUTED "TETRAHYDROPYRIMIDO[4,5-B]QUINOLINES AS POTENTIAL ANTITUMOR AGENTS
    GANGJEE, A
    OHEMENG, KA
    TULACHKA, JJ
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1985, 22 (04) : 1149 - 1151
  • [34] Expanding the library of β-ketoiminates via terminal alkylation of the backbone and their application to the synthesis of unsymmetric 2,4-disubstituted quinolines
    Zhu, Xu
    Kang, Zihan
    Chen, Chunxi
    Zheng, Yu
    Xue, Mingqiang
    TETRAHEDRON, 2025, 172
  • [35] Microwave assisted synthesis of 2,4-disubstituted pyrimido-[1,2-a]-benzimidazoles
    Deshmukh, M. B.
    Suryavanshi, A. W.
    Deshmukh, S. A.
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2008, 85 (03) : 330 - 332
  • [36] A practical synthesis of 2-(N-substituted)-amino-benzimidazoles utilizing CuCl-promoted intramolecular cyclization of N-(2-aminoaryl)thioureas
    Wang, XJ
    Zhang, L
    Xu, YB
    Krishnamurthy, D
    Senanayake, CH
    TETRAHEDRON LETTERS, 2004, 45 (38) : 7167 - 7170
  • [37] Ionic Liquid - an Efficient Recyclable System for the Synthesis of 2,4-Disubstituted Quinolines via Meyer-Schuster Rearrangement
    Sarma, Rupam
    Prajapati, Dipak
    SYNLETT, 2008, (19) : 3001 - 3005
  • [38] Intramolecular Carbolithiation Reactions for the Synthesis of 2,4-Disubstituted Tetrahydro-quinolines: Evaluation of TMEDA and (-)-Sparteine as Ligands in the Stereoselectivity
    Martinez-Estibalez, Unai
    Sotomayor, Nuria
    Lete, Esther
    ORGANIC LETTERS, 2009, 11 (06) : 1237 - 1240
  • [39] SYNTHESIS OF 2-(1-NONENYL)-4-QUINOLINOL)PYO 3) + SOME RELATED 2,4-DISUBSTITUTED QUINOLINES
    GOTTSTEIN, WJ
    CHENEY, LC
    ROBERTS, H
    WELLS, IC
    JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (10): : 3065 - +
  • [40] One-pot regioselective synthesis of 2,4-disubstituted quinolines via copper(II)-catalyzed cascade annulation
    Wu, Wenhao
    Guo, Yujuan
    Xu, Xuefeng
    Zhou, Zhi
    Zhang, Xu
    Wu, Bo
    Yi, Wei
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (10): : 1713 - 1718