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

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 , invo...

Full description

Saved in:
Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2019, Vol.21 (6), p.1505-1516
Main Authors: Du, Xuan-Xuan, Zi, Quan-Xing, Wu, Yu-Meng, Jin, Yi, Lin, Jun, Yan, Sheng-Jiao
Format: Article
Language:English
Subjects:
Benign
Benzaldehyde
Carbonyl compounds
Chemical reactions
Chemical synthesis
Crystallography
Fluorination
Green chemistry
Pharmacology
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:1463-9262
1463-9270
DOI:10.1039/C8GC03698E