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Efficient Synthesis of Imidazoles from Aldehydes and 1,2-Diketones Using Microwave Irradiation
Organic Letters · 2004 · Vol. 6(9) · pp. 1453–1456
S. E. Wolkenberg✉(United States Military Academy)David D. Wisnoski(United States Military Academy)William Leister(United States Military Academy)Yi Wang(United States Military Academy)Zhijian Zhao(United States Military Academy)Craig W. Lindsley(United States Military Academy)
Abstract
[reaction: see text] A simple, high-yielding synthesis of 2,4,5-trisubstituted imidazoles from 1,2-diketones and aldehydes in the presence of NH(4)OAc is described. Under microwave irradiation, alkyl-, aryl-, and heteroaryl-substituted imidazoles are formed in yields ranging from 80 to 99%. Short syntheses of lepidiline B and trifenagrel illustrate the utility of this approach.
Multicomponent Synthesis of HeterocyclesSynthesis and biological activityMicrowave-Assisted Synthesis and ApplicationsChemistryMicrowave irradiationArylAlkylMicrowaveOrganic chemistryCombinatorial chemistryIrradiationCatalysis
MeSH terms
AldehydesImidazolesKetonesMicrowavesMolecular Structure
Citations
425
FWCI
9.81
field-weighted impact
References
14
Percentile
99%
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Citations per year
Cited by
Controlled Microwave Heating in Modern Organic Synthesis
Angewandte Chemie International Edition · 2004 · 3,526 citations
References
Microwave assisted organic synthesis—a review
Tetrahedron · 2001 · 2,648 citations
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