A green, efficient, and rapid procedure for the synthesis of 2-amino-3-cyano-1,4,5,6-tetrahydropyrano[3,2-c]quinolin-5-one derivatives catalyzed by ammonium acetate

A green, efficient, and rapid procedure for the synthesis of 2-amino-3-cyano-1,4,5,6-tetrahydropyrano[3,2-c]quinolin-5-one derivatives has been developed by one-pot condensation of 4-hydroxyquinolin-2(1H)-one, aldehyde, and malononitrile in the presence of ammonium acetate in EtOH. This method has t...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 2011-05, Vol.52 (20), p.2597-2600
Main Authors: Lei, Min, Ma, Lei, Hu, Lihong
Format: Article
Language:English
Subjects:
4-Hydroxyquinolin-2(1H)-one
Aldehyde
Aldehydes
Ammonium acetate
Chemistry
Condensing
Derivatives
Environmental impact
Exact sciences and technology
Green chemistry
Heterocyclic compounds
Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Malononitrile
Multi-component reaction
Organic chemistry
Preparations and properties
Reaction time
Synthesis (chemistry)
Tetrahedrons
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:A green, efficient, and rapid procedure for the synthesis of 2-amino-3-cyano-1,4,5,6-tetrahydropyrano[3,2-c]quinolin-5-one derivatives has been developed by one-pot condensation of 4-hydroxyquinolin-2(1H)-one, aldehyde, and malononitrile in the presence of ammonium acetate in EtOH. This method has the advantages of operational simplicity, mild reaction conditions, short reaction time, and little environmental impact.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.03.061