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Issue 6, 2019
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An environmentally benign multi-component reaction: regioselective synthesis of fluorinated 2-aminopyridines using diverse properties of the nitro group

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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

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Article information


Submitted
26 Nov 2018
Accepted
13 Feb 2019
First published
14 Feb 2019

Green Chem., 2019,21, 1505-1516
Article type
Paper

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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