Duality of Mechanism in the Reactions of Naphthyl Halides with the Sodium Amide-Piperidine Reagent1

JF Bunnett, TK Brotherton

文献索引：Bunnett, Brotherton Journal of the American Chemical Society, 1956 , vol. 78, p. 6265,6266

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被引用次数: 29

摘要

The reactions of seven of the eight monohalonaphthalenes with the sodium amide- piperidine reagent to form mixtures of I11 and IV go, to judge from product composition, entirely via" naphthalyne" intermediates (I and 11). a-Fluoronaphthalene, however, reacts partly via or-naphthalyne (I) and partly by direct displacement of fluorine by a piperidino group. Direct displacement is also observed in the reactions of 1-fluoro-2- ...