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

页码：3361 / 3367

页数：7

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