Synthesis of meta-substituted anilines via a three-component reaction of acetone, amines, and 1,3-diketones?

Organic & Biomolecular Chemistry Pub Date: 2019-11-12 DOI: 10.1039/C9OB02120E

Abstract

A facile method for the synthesis of meta-substituted arylamines from acyclic precursors was developed. This method is based on three-component cyclo-condensation/aromatization of in situ generated imines of acetone with 1,3-diketones either under conventional heating or under microwave irradiation. The utility of this methodology is illustrated by the possibility of a gram scale synthesis of various anilines from readily available reagents.

Graphical abstract: Synthesis of meta-substituted anilines via a three-component reaction of acetone, amines, and 1,3-diketones
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