Synthesis of meta-substituted anilines via a three-component reaction of acetone, amines, and 1,3-diketones†
Andrew R. Galeev,Maksim V. Dmitriev,Ivan G. Mokrushin,Irina V. Mashevskaya,Andrey N. Maslivets
Organic & Biomolecular Chemistry Pub Date : 11/12/2019 00:00:00 , 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