Synthesis of cycloproparenes via aromatization of 7??Oxanorbornenes with Low??Valent titanium

P Müller, JP Schaller

Index: Mueller, Paul; Schaller, Jean-Pierre Helvetica Chimica Acta, 1989 , vol. 72, p. 1608 - 1617

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Citation Number: 16

Abstract

Abstract 1H-Cyclopropa [b] naphthalene 3c and the 2, 7-diphenyl-substituted derivative 3a have been synthesized via cycloaddition of the appropriate isobenzofurans 1a and 1b to 1- bromo-2-chlorocyclopropene and aromatization of the adducts with low-valent Ti. The same procedure afforded the 2, 7-dimethyl-H-cyelopropa [g] isoquinoline (15), but failed for the parent azacompound. Reaction of adducts of furans to 1-bromo-2-chlorocyclopropenes ...