Subramanian Jambu, M. Jeganmohan
Jul 8, 2019
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Journal
Organic letters
Abstract
An efficient Rh(III)-catalyzed redox-neutral weak O-coordinating vinylation and allylation of arylacetamides with allylic acetates are described. A wide variety of arylacetamides containing primary, secondary, and tertiary amides and substituted allylic acetates was compatible for the reaction. The synthesized ortho-vinylated arylacetamides were converted into ortho-vinylated phenyl acetic acid and biologically useful 3-isochromanones. A possible reaction mechanism involving π-allyl rhodium intermediate was suggested and further confirmed through deuterium labeling studies.