Issue 20, 2025

Access to quaternary-carbon-containing β-alkyl amides via persulfate-promoted domino alkylation/smiles rearrangement of alkenes

Abstract

In this study, we present an efficient approach for synthesizing all-carbon quaternary-centered β-alkyl amides. This method entails a persulfate-promoted cascade alkylative annulation/arylation of N-(arylsulfonyl)acrylamide with 4-alkyl-1,4-dihydropyridines (DHP). The reaction mechanism comprises four consecutive steps: (1) in situ generation of alkyl radical intermediates, (2) radical addition to the alkene moiety, (3) 1,4-aryl migration, and (4) finally desulfonylation.

Graphical abstract: Access to quaternary-carbon-containing β-alkyl amides via persulfate-promoted domino alkylation/smiles rearrangement of alkenes

Supplementary files

Article information

Article type
Paper
Submitted
09 Apr 2025
Accepted
07 May 2025
First published
15 May 2025
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2025,15, 16183-16186

Access to quaternary-carbon-containing β-alkyl amides via persulfate-promoted domino alkylation/smiles rearrangement of alkenes

X. Yang, X. Wan, W. Yang and H. Fang, RSC Adv., 2025, 15, 16183 DOI: 10.1039/D5RA02454D

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