-Allylation of Arenes via Ruthenium-Catalyzed Cross-Dehydrogenative Coupling.

J Org Chem

Engineering Research Center of Molecular Medicine of Ministry of Education, Key Laboratory of Fujian Molecular Medicine, Key Laboratory of Xiamen Marine and Gene Drugs, School of Biomedical Sciences, Huaqiao University, Xiamen 361021, P. R. China.

Published: May 2022

A successful example of oxidative -dehydrogenative allylation of arenes with alkenes has been developed using Ru(PPh)Cl as a catalyst and DTBP as an oxidant. In the allylation process, pyrimidines, pyrazoles, and purines, found widely in nucleosides, were effective auxiliary groups. Gram-scale experiments took place smoothly under optimized conditions. Mechanistic studies indicated that ruthenium-catalyzed -dehydrogenative allylation was a free-radical process. The allylation process developed herein provides an efficient and practical strategy to prepare versatile -allylated arenes.

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Source
http://dx.doi.org/10.1021/acs.joc.2c00332DOI Listing

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