Rhodium(III)-Catalyzed C–H Olefination of Aromatic/Vinyl Acids with Unactivated Olefins at Room Temperature
journal contributionposted on 16.06.2020 by Subramanian Jambu, Masilamani Jeganmohan
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A Rh(III)-catalyzed COOH-assisted C–H alkenylation of aromatic acids with unactivated alkenes at room temperature is described. Further, the highly challenging β-C–H olefination of acrylic acids with unactivated olefins was also demonstrated. In these reactions, ortho-alkenylated aromatic/vinylic acids were prepared in good to excellent yields. A possible reaction mechanism involving ortho C–H activation and a five-membered rhodacycle formation was proposed and supported by the deuterium-labeling studies and isolation of a key rhodacycle intermediate.