Microwave-assisted one-pot synthesis of 2,4-disubstituted quinolines under solvent-free conditions

被引:47
作者
Yadav, JS [1 ]
Reddy, BVS [1 ]
Rao, RS [1 ]
Naveenkumar, V [1 ]
Nagaiah, K [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
来源
SYNTHESIS-STUTTGART | 2003年 / 10期
关键词
microwave; aryl imines; alkynes; substituted quinolines;
D O I
10.1055/s-2003-40531
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aromatic imines derived in situ from aryl aldehydes and aryl amines undergo smoothly, cyclization with alkynes on the surface of montmorillonite clay impregnated with copper(I) bromide under solvent-free conditions to produce 2,4-disubstituted quinolines in high yields with excellent selectivity. The reaction rates and yields are significantly improved by employing microwave irradiation.
引用
收藏
页码:1610 / 1614
页数:5
相关论文
共 33 条
  • [1] ABRAMOVITCH RA, 1991, ORG PREP PROCED INT, V23, P685
  • [2] AGARWAL AK, 1996, CHEM MATER, V8, P579
  • [3] NEW CONJUGATED POLYANTHRAZOLINES CONTAINING THIOPHENE MOIETIES IN THE MAIN CHAIN
    AGRAWAL, AK
    JENEKHE, SA
    [J]. MACROMOLECULES, 1991, 24 (25) : 6806 - 6808
  • [4] [Anonymous], 1993, ORGANIC CHEM USING C
  • [5] MICROWAVE-ASSISTED ORGANIC-REACTIONS
    CADDICK, S
    [J]. TETRAHEDRON, 1995, 51 (38) : 10403 - 10432
  • [6] CHENG CC, 1982, ORG REACTIONS, V28, P37
  • [7] Synthesis of quinolines via ruthenium-catalysed amine exchange reaction between anilines and trialkylamines
    Cho, CS
    Oh, BH
    Kim, JS
    Kim, TJ
    Shim, SC
    [J]. CHEMICAL COMMUNICATIONS, 2000, (19) : 1885 - 1886
  • [8] CORNELIS A, 1994, SYNLETT, P155
  • [9] POTENTIAL ANTIMALARIALS .7. TRIBROMOMETHYLQUINOLINES AND POSITIVE HALOGEN COMPOUNDS
    CRAIG, JC
    PEARSON, DE
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1971, 14 (12) : 1221 - &
  • [10] Synthesis of 2-CF3-tetrahydroquinoline and quinoline derivatives from CF3-N-aryl-aldimine
    Crousse, B
    Bégué, JP
    Bonnet-Delpon, D
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (16) : 5009 - 5013