標題: Ionic liquid-supported synthesis of dihydroquinazolines and tetrahydroquinazolines under microwave irradiation
作者: Hsu, Hai-Yuan
Tseng, Chih-Chun
Matii, Banrali
Sun, Chung-Ming
應用化學系
Department of Applied Chemistry
關鍵字: Tetrahydroquinazolines;Ionic liquid support;Microwave-assisted synthesis;Green chemistry
公開日期: 1-May-2012
摘要: An efficient microwave-assisted and water-soluble ionic liquid (IL)-supported synthesis of medicinally important dihydro- and tetrahydroquinazolines has been developed. The protocol involves the S(N)2 substitution reaction of IL-bound 4-bromomethyl-3-nitrobenzoic acid with various primary amines to provide IL-bound 4-((alkylamino) methyl)-3-nitrobenzoate under microwave irradiation. Further elaboration followed by sequential cyclization with various isothiocyanates and aldehydes furnished IL-bound target compounds. Cleavage of the IL support by methanolysis gave dihydro- and tetrahydroquinazolines with high purity and excellent yields. The new protocol has the advantages of shorter reaction time, easy workup process, excellent yields, reduced environmental impact, wide substrate scope, and convenient procedure.
URI: http://hdl.handle.net/11536/16546
ISSN: 1381-1991
期刊: MOLECULAR DIVERSITY
Volume: 16
Issue: 2
結束頁: 241
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