Benzo [f] isobenzofuran. Mechanistic aspects of isobenzofuran formation from acetals and ortho esters

B Mir-Mohamad-Sadeghy…

Index: Mir-Mohamad-Sadeghy, Bagher; Rickborn, Bruce Journal of Organic Chemistry, 1983 , vol. 48, # 13 p. 2237 - 2246

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Citation Number: 16

Abstract

The linearly annulated homologue 1 is of theoretical interest as a 14-*-electron system, lOJ1 and both 1 and its 1-alkoxy derivative have prospective synthetic utility along the lines already demonstrated for 3 and 5. We report here results of applying the acid-catalysis method developed for IBF to the naphthalene analogues. In addition, mechanistic aspects of the acid-catalyzed reactions of 2 and 4 are presented.