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
来源：
SYNLETT | 2010年 / 20期
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
  • [21] BiCl3 promoted aza-Prins type cyclization:: a rapid and efficient synthesis of 2,4-disubstituted piperidines
    Murty, M. S. R.
    Ram, Kesur R.
    Yadav, J. S.
    TETRAHEDRON LETTERS, 2008, 49 (07) : 1141 - 1145
  • [22] Acid-Mediated Condensation of 2-Aminoaryl Cyclopropyl Ketones with Aldehydes for the Synthesis of 2,3-Dihydrofuro[3,2-c]quinolines
    Cai, Wenbo
    Zhang, Cong
    Wang, Xin
    Song, Chuanjun
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (11) : 2565 - 2569
  • [23] Synthesis and radical cyclization of 2-allylamino-3-chloropropylphenyl sulfones to 2,4-disubstituted pyrrolidines
    Giovannini, R
    Petrini, M
    SYNLETT, 1998, (01) : 90 - +
  • [24] Photoredox radical cyclization reaction of o-vinylaryl isocyanides with acyl chlorides to access 2,4-disubstituted quinolines
    Huang, Peng-Fei
    Fu, Jia-Le
    Huang, Jia-Jing
    Xiong, Bi-Quan
    Tang, Ke-Wen
    Liu, Yu
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (03) : 513 - 520
  • [25] Efficient Synthesis of Quinolines from 2-Aminoaryl Ketones with α-Methylene Carbonyl Derivatives: Exploiting the Dual Acid Sites of Metal Organic Framework Catalyst
    Krishna, Bandarupalli
    Roy, Sounak
    CHEMISTRYSELECT, 2023, 8 (30):
  • [26] Synthesis of 2,4-disubstituted pyrimido [4,5-b].: Quinolines as potential antimicrobial agents
    El Sayed, OA
    El-Bieh, FM
    El-Aqeel, SI
    Al-Bassam, BA
    Hussein, ME
    Roy, RU
    Desai, KR
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2005, 14 (04) : 327 - 330
  • [27] Iron-Catalyzed Cyclization of Nitrones with Geminal-Substituted Vinyl Acetates: A Direct [4+2] Assembly Strategy Leading to 2,4-Disubstituted Quinolines
    Zhong, Mingbing
    Sun, Song
    Cheng, Jiang
    Shao, Ying
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (22): : 10825 - 10831
  • [28] Cobaltpolyoxometalate-catalyzed cyclization of glucal with aryl amines: Synthesis of 2,4-disubstituted tetrahydroquinolines
    Rafiee, Ezzat
    Azad, A.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (10) : 2756 - 2759
  • [29] Synthesis of 2,4-disubstituted indoles via thermal cyclization of N-trifluoroacetyl enehydrazines
    Miyata, O
    Takeda, N
    Naito, T
    HETEROCYCLES, 2002, 57 (06) : 1101 - 1107
  • [30] Electrochemically generated base-promoted synthesis and biological activities of 2,4-disubstituted carbonotrithioates
    Medini, Hayet
    Medini, Faten
    Mekni, Nejib Hussein
    Ksouri, Riadh
    Legault, Jean
    Boujlel, Khaled
    JOURNAL OF SULFUR CHEMISTRY, 2015, 36 (03) : 308 - 316
12345