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Ru(II)-Catalyzed C-H Alkenylation of Benzimidates with Unactivated Olefins: A Route to ortho-Alkenylated Benzonitriles.

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A Ru(II)-catalyzed C-H alkenylation of benzimidates with unactivated alkenes providing ortho-alkenylated benzonitriles in good to excellent yields in a highly regio- and stereoselective manner is described. In the reaction, an… Click to show full abstract

A Ru(II)-catalyzed C-H alkenylation of benzimidates with unactivated alkenes providing ortho-alkenylated benzonitriles in good to excellent yields in a highly regio- and stereoselective manner is described. In the reaction, an imidate group converted into a nitrile under the reaction conditions. The alkenylation reaction was compatible with various substituted benzimidates as well as functionalized unactivated olefins, including ibuprofen-, neproxen-, coumarin-, and cholesterol-substituted alkenes. A feasible reaction mechanism was proposed to account for the present alkenylation reaction.

Keywords: alkenylation benzimidates; alkenylation; catalyzed alkenylation; reaction; benzimidates unactivated; ortho alkenylated

Journal Title: Organic letters
Year Published: 2023

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