Issue 25, 2023

Hydrogen-free palladium-catalyzed intramolecular anti-Markovnikov hydroaminocarbonylation of 2-(1-methylvinyl)anilines

Abstract

The palladium-catalyzed intramolecular hydroaminocarbonylation of 2-(1-methylvinyl)aniline derivatives has been achieved using dppp (1,3-bis(diphenylphosphino)propane) as a ligand under hydrogen-free conditions. The reaction involves the generation of an active palladium hydride species with a catalytic amount of TsOH. This amide bond formation reaction was applied to the synthesis of various 4-substituted 3,4-dihydroquinolone derivatives with both high yield and regioselectivity.

Graphical abstract: Hydrogen-free palladium-catalyzed intramolecular anti-Markovnikov hydroaminocarbonylation of 2-(1-methylvinyl)anilines

Supplementary files

Article information

Article type
Communication
Submitted
15 Dec 2022
Accepted
01 Mar 2023
First published
13 Mar 2023

Chem. Commun., 2023,59, 3755-3758

Hydrogen-free palladium-catalyzed intramolecular anti-Markovnikov hydroaminocarbonylation of 2-(1-methylvinyl)anilines

T. Ru, Y. Ning, D. Liu, Y. Tao, J. Wang and F. Chen, Chem. Commun., 2023, 59, 3755 DOI: 10.1039/D2CC06836B

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