Reactions of 2-Benzhydrylphenylacetic Acid; A New Pyrone Synthesis1

RL Letsinger, JD Jamison…

Index: Letsinger,R.L. et al. Journal of Organic Chemistry, 1961 , vol. 26, p. 97 - 102

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Citation Number: 12

Abstract

In contrast to 8-benzhydryl-l-naphthoyl chloride, which isomerizes with 1, 5-phenyl migration under Friedel-Crafts conditions, Zbenzhydrylphenylacetyl chloride cyclizes to a seven- membered cyclic ketone (IV) in the presence of aluminum or stannic chloride. When heated with a mixture of acetic acid and polyphosphoric acid both Zbenzhydrylphenylacetic acid and ketone IV afford a substituted Ppyrone (VI) in good yield.