An umpolung strategy for intermolecular [2 + 2 + 1] cycloaddition of aryl aldehydes and nitriles: a facile access to 2, 4, 5-trisubstituted oxazoles. Issue 27 (27th June 2022)

• Record Type: Journal Article
• Authors: Basavaiah, Deevi; Golime, Gangadhararao; Banoth, Shivalal; Todeti, Saidulu
• Is Part Of: Chemical science. Volume 13:Issue 27(2022)
• Page Start: 8080
• Page End: 8087
• Publication Date: 2022-06-27
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d2sc00046f
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : An unprecedented intermolecular [2 + 2 + 1] cycloaddition strategy between two aryl aldehydes and a nitrile, wherein one of the aryl aldehydes serves as a carbanion (or equivalent) in the presence of TMSOTf for obtaining oxazole framework is presented. Abstract : We have described the first example of an umpolung strategy for intermolecular [2 + 2 + 1] cycloaddition between two aryl aldehydes and a nitrile under the influence of TMSOTf that proceeds through the formation of N–C, O–C and C–C bonds providing a simple synthetic protocol for obtaining 2, 4, 5-trisubstituted oxazoles.