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Intramolecular Inverse-Electron-Demand Diels−Alder Reactions of Imidazoles with 1,2,4-Triazines: A New Route to 1,2,3,4-Tetrahydro-1,5-naphthyridines and Related Heterocycles

✍ Scribed by Lahue, Brian R.; Lo, Sie-Mun; Wan, Zhao-Kui; Woo, Grace H. C.; Snyder, John K.

Book ID
121288167
Publisher
American Chemical Society
Year
2004
Tongue
English
Weight
253 KB
Volume
69
Category
Article
ISSN
0022-3263

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Dienophilicity of Imidazole in Inverse E
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Intermolecular cycloadditions between trialkyl 1,2,4-triazine-4,5,6-tricarboxyIatesand protected2-aminoimidazolegave IH-imidazo[4,5-c]pyridines (3-deazapurines)andthe rearranged3Hpyrido[3,2-d]pyrimid-4-ones (8-deazapteridines). No cycloadditions wereobservedwithimidazoleand2phenylimidazole.Q 1997Els