Issue 10, 2015

Palladium-catalyzed methylene C(sp3)–H arylation of the adamantyl scaffold

Abstract

The adamantyl group is prevalent as a key pharmacophore element in drugs. We describe herein a palladium-catalyzed C–H functionalization logic for the methylene C(sp3)–H arylation of the adamantyl scaffold with the assistance of an amide group. The resulting arylated adamantyl amide was smoothly converted to an amine, providing facile access to the memantine analog.

Graphical abstract: Palladium-catalyzed methylene C(sp3)–H arylation of the adamantyl scaffold

Supplementary files

Article information

Article type
Research Article
Submitted
09 7 2015
Accepted
13 8 2015
First published
14 8 2015

Org. Chem. Front., 2015,2, 1374-1378

Author version available

Palladium-catalyzed methylene C(sp3)–H arylation of the adamantyl scaffold

Y. Lao, J. Wu, Y. Chen, S. Zhang, Q. Li and H. Wang, Org. Chem. Front., 2015, 2, 1374 DOI: 10.1039/C5QO00218D

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