Tetrahedron

New synthesis of substituted 3-aryl-1-naphthaldehydes

JS Gillespie, SP Acharya, DA Shamblee, RE Davis

Index: Gillespie,J.S. et al. Tetrahedron, 1975 , vol. 31, p. 3 - 8

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Citation Number: 10

Abstract

A general, unequivocal procedure for the preparation of specifically substituted 3-aryl-1- naphthaldehydes was developed. Benzylmagnesium bromides with 5-aryl-2, 2-dimethyl-4- pentene-3-ones (12) gave exclusively 1, 4-addition products, 5, 6-diaryl-2, 2-dimethyl-3- hexanones (13). The hexanones on oxidation with peracetic acid gave 3, 4-diarylbutanoic acids (14), which were cyclized to tetralones (15). The tetralones on treatment with MeMgI ...