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Tetrahedron

Rearrangements of trihalomethyl ketones

S Braverman, M Cherkinsky, EVKS Kumar, HE Gottlieb

文献索引:Braverman, Samuel; Cherkinsky, Marina; Kumar, E. V. K. Suresh; Gottlieb, Hugo E. Tetrahedron, 2000 , vol. 56, # 26 p. 4521 - 4529

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被引用次数: 16

摘要

Trihalomethyl ketones have been prepared and their reactivity under basic conditions was investigated in terms of competition between 1, 2-vs. 1, 3-elimination and nucleophilic substitution. Favorskii rearrangement was the preferred process, but in those cases where electronic or steric effects were present, nucleophilic substitution became dominant. No evidence of ketene formation was detected. The mechanism of formation of the various ...