Synthesis

Arylation of Phenols. Convenient, Regiospecific Methods for Mono-or Bis-p-fluorophenylations, Suitable for Large Scale Syntheses

H Jendralla, LJ Chen

Index: Jendralla, Heiner; Chen, Li-Jian Synthesis, 1990 , # 9 p. 827 - 833

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Citation Number: 15

Abstract

Grignard reagent prepared from 2 (Scheme A) indicates, that the metal organic component is not sensitive to steric inhibition in the coupling. This is corroborated by the efficient coupling of 2, 4, 5-triisopropylphenylmagnesium bromide 10 with 1-bromo-4-fiuorobenzene to give 11 (Scheme C). Compound 11 was converted to the arylated and sterically congested quinone 12 and hydroquinone 13, albeit in low yield for the oxidation step.

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