Title: Ionic liquid-supported synthesis of dihydroquinazolines and tetrahydroquinazolines under microwave irradiation
Authors: Hsu, Hai-Yuan
Tseng, Chih-Chun
Matii, Banrali
Sun, Chung-Ming
應用化學系
Department of Applied Chemistry
Keywords: Tetrahydroquinazolines;Ionic liquid support;Microwave-assisted synthesis;Green chemistry
Issue Date: 1-May-2012
Abstract: 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
Journal: MOLECULAR DIVERSITY
Volume: 16
Issue: 2
End Page: 241
Appears in Collections:Articles


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