N-Heterocyclic carbene (NHC) catalyzed amidation of aldehydes with amines via the tandem N-hydroxysuccinimide ester formation. (19th April 2021)

• Record Type: Journal Article
• Authors: Singh, Ashmita; Narula, A. K.
• Is Part Of: New journal of chemistry. Volume 45:Number 17(2021)
• Page Start: 7486
• Page End: 7490
• Publication Date: 2021-04-19
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/d1nj00591j
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : A novel methodology for the construction of a wide variety of mono and di-substituted amides is developed, that utilizes readily available, non-hazardous, and cheaper starting reagents and simple imidazolium-based N -heterocyclic carbenes. Abstract : A facile method for the amidation of aldehydes by a cascade approach was developed. This methodology, reported for the first time, uses a N -heterocyclic carbene (NHC) as the catalyst, and N -hydroxysuccinimide (NHS) mediated synthesis of amides utilising TBHP as the oxidant. Various substituted aldehydes reacted smoothly with NHS giving the corresponding active esters in moderate to good yields, which facilely converted into amides in one pot. In addition, the drug moclobemide was synthesized to represent the practical utility of the developed methodology.