Product of uncommon reaction of 1,1,1-trifluoro-4-phenylbut-3-yn-2-one with diphenyldiazomethane

被引：0
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作者：
V. A. Vasin
E. V. Bezrukova
V. V. Razin
N. V. Somov
机构：
[1] Ogarev Mordovia State University,
[2] St. Petersburg State University,undefined
[3] Lobachevsky State University of Nizhny Novgorod,undefined
来源：
Russian Journal of Organic Chemistry | 2017年 / 53卷
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摘要：
1,1,1-Trifluoro-4-phenylbut-3-yn-2-one reacts with diphenyldiazomethane at 20°С in ethyl ether to afford 4-(trifluoromethyl)-1,1,6,6-tetraphenyl-4,6-dihydro-1H-benz[5,6]oxepino[4,5-c]pyrazole. The process involves a stage of [3+2]-cycloaddition of the reagents, and the arising 3H-pyrazole subsequently enters in an uncommon [3+6]-cycloaddition with 1 more molecule of diphenyldiazomethane. Further the formed diadduct of the initial acetylene suffers a 1,5-hydride shift and undergoes fragmentation with a loss of a nitrogen molecule thus converting into the final product.
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页码：1763 / 1765
页数：2
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