A green, catalyst-free, solvent-free, high yielding one step synthesis of functionalized benzo[]furo[3,2-]chromen-4-(5)-ones and furo[3,2-]quinolin-4-(5)-ones

A green, three-component reaction of 1-hydroxy-3 H -benzo[ f ]chromen-3-ones and 4-hydroxyquinolin-2(1 H )-ones, an aromatic aldehyde and isonitrile, was developed for the first time, which resulted in a variety of substituted functionalized benzo[ f ]furo[3,2- c ]chromen-4-(5 H )-ones and furo[3,2-...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:RSC advances 2015-01, Vol.5 (22), p.1787-1795
Hauptverfasser: Kumar, Manoj, Kaur, Tanpreet, Gupta, Vinod K, Sharma, Anuj
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A green, three-component reaction of 1-hydroxy-3 H -benzo[ f ]chromen-3-ones and 4-hydroxyquinolin-2(1 H )-ones, an aromatic aldehyde and isonitrile, was developed for the first time, which resulted in a variety of substituted functionalized benzo[ f ]furo[3,2- c ]chromen-4-(5 H )-ones and furo[3,2- c ]quinolin-4-(5 H )-ones in excellent yield. The merits of the presented protocol include the use of microwave irradiation, catalyst-free and solvent free conditions, high atom-efficiency and no need for work up or purification with column chromatography. The present method is milder yet more advanced than those previously reported for the synthesis of related structures, furo-chromen-4-ones, furopyrimidines, furopyranones etc. The synthesized compounds have been virtually screened against a series of therapeutic targets and have shown promising binding with some of them. A green, solvent and catalyst free, microwave assisted 3-CR was explored for the synthesis of annulated furans in good yields.
ISSN:2046-2069
2046-2069
DOI:10.1039/c5ra00733j