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Ruthenium-Catalyzed Benzylic Substitution of Benzyl Esters with Stabilized Carbon Nucleophiles

Abstract

We have acomplished the ruthenium-catalyzed benzylic substitution of benzyl esters with a stabilized carbon nucleophile. [Cp*RuCl2]2/picolinic acid catalyst system promoted the reaction of 2-naphthylmethyl-2,3,4,5,6-pentafluorobenzoates with a series of stabilized carbon nucleophiles such as malonates, beta-ketoesters, and diketones to give the corresponding benzylic alkylation products in moderate to high yields. We proposed a plausible reaction mechanism that would be involved in a (pai-benzyl)ruthenium intermediate.

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Article information


Submitted
23 Dec 2019
Accepted
10 Feb 2020
First published
10 Feb 2020

Chem. Commun., 2020, Accepted Manuscript
Article type
Communication

Ruthenium-Catalyzed Benzylic Substitution of Benzyl Esters with Stabilized Carbon Nucleophiles

K. Suzuki, H. Tsuji and M. Kawatsura, Chem. Commun., 2020, Accepted Manuscript , DOI: 10.1039/C9CC09899B

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