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首页> 外文期刊>Journal of Heterocyclic Chemistry: The International Journal of Heterocyclic Chemistry >Studies with eenaminones: synthesis of New coumarin-3-yl azoles, coumarin-3-yl azines, coumarin-3-yl azoloazines, coumarin-3-yl pyrone and coumarin-2-yl benzo[b]furans
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Studies with eenaminones: synthesis of New coumarin-3-yl azoles, coumarin-3-yl azines, coumarin-3-yl azoloazines, coumarin-3-yl pyrone and coumarin-2-yl benzo[b]furans

机译：eenaminones的研究：新香豆素-3-基唑，香豆素-3-基嗪，香豆素-3-基偶氮嗪，香豆素-3-基吡喃和香豆素-2-基苯并[b]呋喃的合成

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摘要

3-acetylcoumarine was condensed with dimethylformamide dimethylacetal (DMFDMA) to yield the enaminone, which reacts readily with hydroxylamine and with hydrazines to yield coumarin-3-ylisoxazoles and coumarin-3-ylpyrazoles respectively. Reaction of the enaminone with benzamidine hydrochloride and 3-amino-1,2,4-1H-triazole affords the pyrimidine and triazolo[3,4-b]pyrimidine. The enaminone reacts with hippuric acid and with the dithiocarboxylic acid to yield pyranones. THe reaction of the enaminone with 3-amino-1H-1,2,4-triazole gives the triazolo[3,4-b]pyrimidine. The enaminone underwent self dimerization on reflux in acetic acid ammonium acetate to yield the coumarinyl pyridines and reacted with ketone under the same conditions to yield the pyridine. The reaction of the enaminone with 1,4-benzoquinone and 1,4-naphthoquinone gives benzofuryl coumarine derivatives.
机译：将3-乙酰基香豆素与二甲基甲酰胺二甲基乙缩醛（DMFDMA）缩合，得到烯胺酮，烯胺酮易于与羟胺和肼反应，分别生成香豆素-3-基异恶唑和香豆素-3-基吡唑。烯胺与盐酸苄nz和3-氨基-1,2,4-1H-三唑的反应得到嘧啶和三唑并[3,4-b]嘧啶。烯胺与马尿酸和二硫代羧酸反应生成吡喃酮。烯胺与3-氨基-1H-1,2,4-三唑的反应得到三唑并[3,4-b]嘧啶。烯胺在乙酸乙酸铵上回流后进行自二聚反应，生成香豆素基吡啶，并在相同条件下与酮反应，生成吡啶。烯胺酮与1，4-苯醌和1，4-萘醌的反应得到苯并呋喃香豆碱衍生物。

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