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

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

A successful example of oxidative meta-dehydrogenative allylation of arenes with alkenes has been developed using Ru­(PPh3)3Cl2 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-sca...

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Veröffentlicht in:Journal of organic chemistry 2022-05, Vol.87 (10), p.6934-6941
Hauptverfasser: Jia, Chunqi, Wu, Nini, Li, Gang, Cui, Xiuling
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creator Jia, Chunqi
Wu, Nini
Li, Gang
Cui, Xiuling
description A successful example of oxidative meta-dehydrogenative allylation of arenes with alkenes has been developed using Ru­(PPh3)3Cl2 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 meta-dehydrogenative allylation was a free-radical process. The allylation process developed herein provides an efficient and practical strategy to prepare versatile meta-allylated arenes.
doi_str_mv 10.1021/acs.joc.2c00332
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