Palladium-catalyzed remote < em > meta < /em > -C-H olefination of cinnamates

Chem Commun (Camb). 2023 Apr 12. doi: 10.1039/d3cc00289f. Online ahead of print.ABSTRACTThe palladium-catalyzed remote meta-C-H olefination of geometrically challenging substituted cinnamates using a nitrile directing group derived from 2-cyanobenzoic acid has been described. This new protocol is applicable to various olefin coupling partners and provides the corresponding meta-olefinated products in very good yields and with high selectivity. In addition, using this methodology, a variety of acrylates with tethered bioactive molecules, such as naphthoquinone, methyl salicylate, paracetamol, thymol, sesamol, chalcone, naproxen, cholesterol and estrone, have been coupled to produce the desired meta-olefinated products.PMID:37042850 | DOI:10.1039/d3cc00289f
Source: Chemical Communications - Category: Chemistry Authors: Source Type: research