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Updated: Aug 16, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Taming reactive phenol tautomers and o-quinone methides with transition metals: a structure-reactivity relationship
1Laboratoire de Chimie Inorganique et Matériaux, Moléculaires UMR 7071-CNRS, Université Pierre et Marie Curie, 4, place Jussieu, case 42, 75252 Paris Cedex 05, France. amouri@ccr.jussieu.fr
Abstract:
Quinone methides act as important intermediates in organic syntheses, as well as in chemical and biological processes; however, examples of such isolated species are scarce as a result of their high reactivity. Phenol tautomers (keto form of phenol) are also important intermediates in several organic and organometallic reactions; nevertheless, isolated complexes are rare. This Account reviews the recent progress on the synthesis and reactivity of iridium and rhodium o-quinone methide complexes as well as on iridium-mediated ortho functionalization of phenols. This reaction was at the origin of the discovery of a general synthetic procedure to prepare the first metal-stabilized o-quinone methide.
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