Mannich base-connected syntheses mediated by ortho-quinone methides

Beilstein J Org Chem. 2018 Mar 6:14:560-575. doi: 10.3762/bjoc.14.43. eCollection 2018.

Abstract

This article provides an overview about specifically modified Mannich reactions where the process involves an ortho-quinone methide (o-QM) intermediate. The reactions are classified on the basis of the o-QM source followed by the reactant, e.g., the dienophile partner in cycloaddition reactions (C=C or C=N dienophiles) or by the formation of multicomponent Mannich adducts. Due to the important pharmacological activities of these reactive o-QM intermediates, special attention is paid to the biological activity of these compounds.

Keywords: Mannich reaction; [4 + 2] cycloaddition; aminophenols; dienophile; ortho-quinone methide.

Publication types

  • Review