A Practical Oxidative Conversion of Aldehydes into N-Chloroaldimines. (November 2018)

• Record Type: Journal Article
• Authors: Jin, Can; Wang, Feng; Sun, Bin; Zhuang, Xiaohui
• Is Part Of: Journal of chemical research. Volume 42:Number 11(2018)
• Page Start: 547
• Page End: 551
• Publication Date: 2018-11
• Subjects: aromatic N-chloroaldimines -- nitriles -- aldehydes -- febuxostat; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751918X15403084696731
• Languages: English
• ISSNs: 1747-5198

Abstract

A novel method for the preparation of N-chloroaldimines from commonly available aromatic aldehydes has been developed. The reaction proceeded effectively by two steps: aldehydes were initially transformed into imines and then chloro-substitution with NaClO2 gave the N-chloroaldimines. This simple protocol allows for the preparation of a variety of aromatic N-chloroaldimines in moderate to excellent yields without the isolation of the imine intermediate. We also found that 3-nitrobenzaldehyde and 4-cyanobenzaldehyde were converted into the related benzonitrile directly under the standard conditions.