Efficient synthesis of imidazoles from aldehydes and 1,2-diketones using microwave irradiation |
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Authors: | Wolkenberg Scott E Wisnoski David D Leister William H Wang Yi Zhao Zhijian Lindsley Craig W |
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Institution: | Department of Medicinal Chemistry, Technology Enabled Synthesis Group, Merck Research Laboratories, P.O. Box 4, West Point, Pennsylvania 19486, USA. scott_wolkenberg@merck.com |
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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. |
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