Preparation of isobenzofuran-aryne cycloadducts

SL Crump, J Netka, B Rickborn

Index: Crump, Stephen L.; Netka, Jill; Rickborn, Bruce Journal of Organic Chemistry, 1985 , vol. 50, # 15 p. 2746 - 2750

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Citation Number: 45

Abstract

J. Org. Chem., Vol. 50, No. 15, 1985 2747 shown with other 7-oxabicyclo [2.2. l] heptanes to occur with inversion at the cleaved center. 16 When 4 was allowed to stand overnight in CDCl, containing acetic anhydride, it was completely dehydrated to anthracene. With cycloadduct 3 in hand, it was possible to examine its stability to strong base, and thus probe one possible reason for the earlier failures to effect benzynefuran (IBF) reactions. ...