Cp*Co(iii)-catalyzed ortho-alkylation/alkenylation of anilides

Abstract

A highly practical and efficient Cp*Co(III)-catalyzed C–H alkylation/alkenylation reaction of anilides with maleimides and acrylates was developed, during which a weakly coordinating amide carbonyl group functioned as the directing group. This approach features high efficiency, good functional group tolerance, and broad substrate scope, and a variety of 3-substituted succinimides and ortho-alkenylated anilides were synthesized in moderate to excellent yields. Furthermore, the reaction is highly selective, affording mono-ortho-alkylated/alkenylated products only. In addition, synthetic transformations of the 3-substituted succinimide products demonstrate the practicability of the reaction.

Graphical abstract: Cp*Co(iii)-catalyzed ortho-alkylation/alkenylation of anilides

Supplementary files

Article information

Article type
Communication
Submitted
06 Dec 2024
Accepted
17 Jan 2025
First published
18 Jan 2025

Org. Biomol. Chem., 2025, Advance Article

Cp*Co(III)-catalyzed ortho-alkylation/alkenylation of anilides

Y. Yu, J. Yu, Y. Li, M. You, R. Huang, W. Kong, M. Chen, J. Bai, W. Li and T. Li, Org. Biomol. Chem., 2025, Advance Article , DOI: 10.1039/D4OB01974A

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