Annulation reactions leading to naphthalene derivatives. New syntheses of natural 1, 2-and 1, 4-naphthoquinones

E Ghera, Y Ben-David

Index: Ghera, Eugene; Ben-David, Yoshua Journal of Organic Chemistry, 1985 , vol. 50, # 18 p. 3355 - 3359

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Citation Number: 24

Abstract

l-(Phenylsulfonyl)-2-oxo-3-(methoxycarbonyl)-l, 2, 3, 4-tetrahydronaphthalene derivatives with various C-3 substituents were effectively prepared by a one-step cyclization involving 1- [(phenylsulfonyl) methyl]-2-(bro-momethy1) benzene derivatives and monosubstituted malonic esters. A high yield one-step decarboxylationdesulfonylation of the above products by lithium iodide led to C-3-substituted 2-naphthalenols 7a-g whereas prior C-1 alkylation ...