Issue 6, 2019

An environmentally benign multi-component reaction: regioselective synthesis of fluorinated 2-aminopyridines using diverse properties of the nitro group

Abstract

An efficient and concise one-pot procedure was developed for the synthesis of two kinds of fluorinated 2-aminopyridine compounds, 4 and 5, based on the reactions of different types of 1,1-enediamines (EDAMs), 1, with a variety of benzaldehyde derivatives, 2, and 1,3-dicarbonyl compounds, 3, involving the Knoevenagel, Michael and cyclization reactions under heating. This protocol is especially suitable for efficient and rapid parallel synthesis of fluorinated 2-aminopyridine compounds with pharmacological activity. The usefulness of this environmentally benign, mild, and multicomponent one-pot reaction procedure was demonstrated by easily synthesizing two kinds of fluorinated 2-aminopyridine libraries.

Graphical abstract: An environmentally benign multi-component reaction: regioselective synthesis of fluorinated 2-aminopyridines using diverse properties of the nitro group

Supplementary files

Article information

Article type
Paper
Submitted
26 Nov 2018
Accepted
13 Feb 2019
First published
14 Feb 2019

Green Chem., 2019,21, 1505-1516

An environmentally benign multi-component reaction: regioselective synthesis of fluorinated 2-aminopyridines using diverse properties of the nitro group

X. Du, Q. Zi, Y. Wu, Y. Jin, J. Lin and S. Yan, Green Chem., 2019, 21, 1505 DOI: 10.1039/C8GC03698E

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