Lanthanide-catalyzed deamidative cyclization of secondary amides and ynones through tandem C–H and C–N activation. Issue 22 (23rd February 2023)

• Record Type: Journal Article
• Authors: Zhang, Junxi; Wang, Yitu; Zhou, Xigeng
• Is Part Of: Chemical communications. Volume 59:Issue 22(2023)
• Page Start: 3253
• Page End: 3256
• Publication Date: 2023-02-23
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d3cc00216k
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : We report a new cyclization reaction of amides with ynones via tandem amide α-C–H and C–N activation enabled by a non-redox rare earth catalyst. Abstract : The tandem inert α-C–H and C–N bond activation of amides represents a highly valuable but challenging transformation in organic synthesis. Herein, a simple rare earth metal amido complex has been shown to catalyse unprecedented cyclization of amides with ynones to form trisubstituted 2-pyrones. This protocol significantly enables the selective merger of inert α-C–H and C–N bond activations of amides and indicates a particular role of rare earth catalysts in enhancing the selectivity for the α-C–H bond of amides in the presence of N–H bonds.