Regiospecific ortho-C-H Allylation of Benzoic Acids.

Angew Chem Int Ed Engl

Fakultät Chemie und Biochemie, Ruhr Universität Bochum, Universitätsstr. 150, 44801, Bochum, Germany.

Published: October 2018

A carboxylate-directed ortho-C-H functionalization has been developed and it allows the regiospecific introduction of allyl residues to benzoic acids. In the presence of a [Ru(p-cymene)Cl ] and K PO , benzoic acids react with allyl acetates at only 50 °C to give the corresponding ortho-allylbenzoic acids. The protocol is generally applicable to both electron-rich and electron-poor benzoic acids in combination with linear and branched allyl acetates. The products can be further functionalized in situ, for example, by double-bond migration, lactonization, or decarboxylation.

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Source
http://dx.doi.org/10.1002/anie.201712520DOI Listing

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