Diaryliodonium salts. XVII. The Phenylation of 1, 3-Indandiones

FM Beringer, SA Galton, SJ Huang

Index: Beringer,F.M. et al. Journal of the American Chemical Society, 1962 , vol. 84, p. 2819 - 2823

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Citation Number: 55

Abstract

Previous work has shown that the anions of acidic di-and triketones in t-butyl alcohol can be phenylated by diphenyliodonium salts. Under these conditions 1, 3-indandione and 2- phenyl-1.3-indandione (I) are both converted to 22-diphenyl-1, S-indandione (11), the latter reaction occurring in 93% yield. The following mechanism is proposed: electron transfer within an ion pair from a carbanion (R-) to an iodonium ion (ArIAr) to give a radical pair, ...

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