The Journal of organic chemistry

A convenient preparation of functionalized 1, 8-dioxygenated naphthalenes from 6-alkoxybenzocyclobutenones

CJ Bungard, JC Morris

Index: Bungard, Christopher J.; Morris, Jonathan C. Journal of Organic Chemistry, 2002 , vol. 67, # 7 p. 2361 - 2364

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Citation Number: 9

Abstract

An alternate route for the synthesis of naphthalene building blocks 1-4 has been developed, starting from readily available 6-alkoxybenzocyclobutenones. As thermolysis of a propynylbenzocyclobutenol only provided the naphthalene in low yield, allenyl-substituted benzocyclobutenols were investigated. The desired allenic precursors were prepared by a two-step procedure, which involved hydroxyl-directed reduction of the ...