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Tetrahedron

The reformatsky reaction on 1-naphthyl-2-bromophenyl ketone: The synthesis of 7-(2-bromophenyl)-perinaphtenone

SC Parkrashi, DS Tarbell

文献索引:Pakrashi,S.C.; Tarbell,D.S. Tetrahedron, 1962 , vol. 18, p. 1243 - 1249

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摘要

The synthesis of 7-(2-bromophenyl)-perinaphthenone (VIII) and 2-bromophenyl-2-naphthyl ketone (IV) is described. Treatment of the cis-methyl-β-(2-bromophenyl)-β-(1-naphthyl)- acrylate (VIb) by lithium aluminium hydride under mild conditions unexpectedly led to methyl- β-phenyl-β-(1-naphthyl)-ethylene (XII) by the simultaneous reduction of the nuclear bromine and hydrogenolysis of the oxygen function.