Issue 19, 2022

The cobalt(ii)-catalyzed acyloxylation of picolinamides with bifunctional silver carboxylate via C–H bond activation

Abstract

The cobalt(II)-catalyzed C–H bond acyloxylation of picolinamides with bifunctional silver carboxylate has been developed. The operationally simple acyloxylation allowed us to efficiently synthesize 8-functionalized 1-naphthylamine (up to 94% yield) under mild conditions without any additional oxidant and base additives. Control experiments were performed to investigate the mechanism of the reaction. This mild and practical acyloxylation approach provides an efficient route for accessing highly functionalized polysubstituted naphthalene compounds and a pathway for modifying drug molecules and natural products.

Graphical abstract: The cobalt(ii)-catalyzed acyloxylation of picolinamides with bifunctional silver carboxylate via C–H bond activation

Supplementary files

Article information

Article type
Research Article
Submitted
14 7月 2022
Accepted
08 8月 2022
First published
10 8月 2022

Org. Chem. Front., 2022,9, 5125-5132

The cobalt(II)-catalyzed acyloxylation of picolinamides with bifunctional silver carboxylate via C–H bond activation

Y. Yao, S. Su, N. Wu, W. Wu and H. Jiang, Org. Chem. Front., 2022, 9, 5125 DOI: 10.1039/D2QO01131J

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