Organic & biomolecular chemistry

3-Hydroxypyrrolo [2, 3-b] pyridine and related compounds–indoxyl analogues with fused electron deficient rings

AP Gaywood, H McNab

文献索引：Gaywood, Alexander P.; McNab, Hamish Organic and Biomolecular Chemistry, 2010 , vol. 8, # 22 p. 5166 - 5173

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被引用次数: 5

摘要

Flash vacuum pyrolysis (FVP) of 4-acetyltetrazolo [1, 5-a] pyridine 5 at 400° C provides 3- methyl isoxazolo [3, 4-b] pyridine 6 whose structure was confirmed by X-ray crystallography. At higher pyrolysis temperatures, the unstable heteroindoxyl 8 was obtained, which exists as the keto form (1, 2-dihydropyrrolo [2, 3-b] pyridin-3-one) 8K in CDCl3 solution and the enol tautomer (3-hydroxypyrrolo [2, 3-b] pyridine) 8E in DMSO. The heteroindoxyl 8 oxidatively ...