Convenient approaches to ketals from phthalide. Monosubstituted isobenzofurans

D Tobia, J Baranski, B Rickborn

Index: Tobia, David; Baranski, Joel; Rickborn, Bruce Journal of Organic Chemistry, 1989 , vol. 54, # 17 p. 4253 - 4256

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Citation Number: 19

Abstract

66b a Yield after vacuum distillation. Yield after column chromatography. demonstrated the generality of this approach for preparation of 1-alkoxy-IBF,* and 1-monoalkyl (ary1)-IBFs from the corresponding 3-alkyl (aryl) phthalide~.~ In each instance 0-ethylation of phthalides to yield 2 (or a 3-substituted analogue) is followed either by hydride reduction to give an acetal or by reaction with alkoxide5v6 to yield an ortho ester. It appeared that ketals could ...