Issue 47, 2019

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

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

Supplementary files

Article information

Article type
Paper
Submitted
30 Sep 2019
Accepted
12 Nov 2019
First published
12 Nov 2019

Org. Biomol. Chem., 2019,17, 10030-10044

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

A. R. Galeev, M. V. Dmitriev, I. G. Mokrushin, I. V. Mashevskaya, A. N. Maslivets and M. Rubin, Org. Biomol. Chem., 2019, 17, 10030 DOI: 10.1039/C9OB02120E

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