Osmium-Promoted Electrophilic Substitution of Anisoles: A Versatile New Method for the Incorporation of Carbon Substituents

…, ME Kopach, R Liu, WD Harman

Index: Kolis, Stanley P.; Kopach, Michael E.; Liu, Ronggang; Harman, W. Dean Journal of Organic Chemistry, 1997 , vol. 62, # 1 p. 130 - 136

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Citation Number: 23

Abstract

A structurally and electronically diverse set of anisoles are dihapto-coordinated to the π- base pentaammineosmium (II) and treated with a variety of carbon electrophiles (eg Michael acceptors, acetals). After deprotonation of a 4 H-anisolium intermediate with a tertiary amine base, C (4)-substituted anisole complexes are isolated. The functionalized arenes are removed from the metal center either by mild heating or treatment with an oxidant (eg ...