MCRs reshaped into a switchable microwave-assisted protocol toward 5-aminoimidazoles and dihydrotriazines |
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| Authors: | Christan E Bell Arthur Y Shaw Fabio De Moliner Christopher Hulme |
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| Institution: | 1. Department of Chemistry and Biochemistry, The University of Arizona, Tucson, AZ 85721, USA;2. College of Pharmacy, Department of Pharmacology and Toxicology, BIO5 Oro Valley, 1580 E. Hanley Blvd., The University of Arizona, Oro Valley, AZ 85737, USA |
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| Abstract: | A tunable microwave-assisted protocol for the synthesis of two biologically relevant families of heterocycles has been designed. Via a simple switch of reaction conditions, the same starting materials can be engaged in either an improved synthesis of the dihydrotriazine scaffold or a novel, first-in-class MCR to render the challenging 5-aminoimidazole nucleus in a single step. An additional first-in-class MCR is also reported utilizing guanidines to afford 2,5-aminoimidazoles. |
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| Keywords: | Imidazole Multicomponent reaction Strecker Trimethylsilyl cyanide |
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