Elemental Sulfur‐Promoted Annulative Coupling of 2‐Aminobenzamides and 2‐Aminobenzylamines with Sulfoxonium Ylides: Access to Quinazolinones and Quinazolines

A novel and straightforward approach for synthesizing quinazolinones and quinazoline derivatives employing sulfur‐mediated annulative coupling of 2‐aminobenzamides and 2‐aminobenzylamines in conjunction with sulfoxonium ylides has been described. This method demonstrates a broad substrate range and...

Full description

Saved in:
Bibliographic Details
Published in:European journal of organic chemistry 2024-10, Vol.27 (47), p.n/a
Main Authors: Chaubey, Trayambek Nath, Borpatra, Paran J., Pandey, Satyendra Kumar
Format: Article
Language:English
Subjects:
Annulative coupling
Functional groups
Quinazoline
Quinazolinones
Sulfoxonium ylides
Sulfur
Synthesis
Tryptanthrin
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A novel and straightforward approach for synthesizing quinazolinones and quinazoline derivatives employing sulfur‐mediated annulative coupling of 2‐aminobenzamides and 2‐aminobenzylamines in conjunction with sulfoxonium ylides has been described. This method demonstrates a broad substrate range and exhibits excellent tolerance towards various functional groups. Finally, this protocol has been successfully applied to synthesize pyrazino‐fused quinazolinone derivative with adjustable fluorescence properties and tryptanthrin, a compound known for its potent antitubercular activity. A novel and straightforward approach to synthesize quinazolinones and quinazoline derivatives employing sulfur‐mediated annulative coupling of 2‐aminobenzamides and 2‐aminobenzylamines with readily accessible sulfoxonium ylides has been developed.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202400889