A facile eco-friendly three-component protocol for the regio- and stereoselective synthesis of functionalized trans-dihydrofuro[3,2-c]-quinolin-4(2H)-ones

被引：43
|
作者：
Indumathi, Sethuraman [1 ]
Perumal, Subbu [1 ]
Anbananthan, Natarajan [2 ]
机构：
[1] Madurai Kamaraj Univ, Sch Chem, Dept Organ Chem, Madurai 625021, Tamil Nadu, India
[2] Ion Exchange India Ltd, IDA, Patacheru 502319, India
来源：
GREEN CHEMISTRY | 2012年 / 14卷 / 12期
关键词：
PHOTOINDUCED MOLECULAR-TRANSFORMATIONS; MICROWAVE-ASSISTED SYNTHESIS; MULTICOMPONENT REACTIONS; ORGANIC-SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; DOMINO REACTIONS; EFFICIENT SYNTHESIS; BETA-SCISSION; IONIC LIQUIDS; FUROQUINOLINONES;
D O I：
10.1039/c2gc36040c
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A series of novel trans-2-aroyl-5-methyl-3-aryl-3,5-dihydrofuro[3,2-c]quinolin-4(2H)-ones has been synthesized in good yields from the three-component reaction of 4-hydroxy-1-methyl-2(1H)-quinolinone, aromatic aldehydes and 1-(2-oxo-2-arylethyl)pyridinium bromides in the presence of a catalytic amount of triethylamine in water under microwave irradiation. This green domino transformation, generating one C-O and two C-C bonds, presumably proceeds via generation of alpha,beta-unsaturated diketone and ylide, Michael addition and intramolecular cyclisation.
引用
收藏
页码：3361 / 3367
页数：7
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