Efficient Synthesis of Quinolines via a Knoevenagel/Staudinger/aza-Wittig Sequence

Abstract

A simple and efficient method for the construction of quinoline derivatives from 2-azidobenzaldehyde and various carbonyl compounds was developed. The process involves a Knoevenagel condensation of 2-azidobenzaldehyde with carbonyl compound and subsequently an intramolecular normal Staudinger/aza-Wittig reaction to form the quinolone ring in satisfactory yields.

GRAPHICAL ABSTRACT

Keywords:

• 2-Azidobenzaldehyde
• Knoevenagel/aza-Wittig reaction
• quinolones

SUPPLEMENTAL MATERIAL

Full experimental details, IR, CHN analysis, mass spectra, and ¹H NMR and ¹³C NMR spectra for this article can be accessed on the publisher’s website.