Palladium Catalyzed Direct meta-C-H Functionalization of Aryl Acetic Esters

Abstract

Herein, we report a palladium (II)-catalyzed direct meta-C–H functionalization of weakly coordinating aryl acetic esters, enabling regioselective olefination with maleimides and naphthoquinone as the coupling partners with good yields and selectivity for the first time. Interestingly, a variety of Ibuprofen and Naproxen has been utilized as substrates to couple with naphthoquinone and maleimides. This methodology accommodates acrylate tethered to bioactive motifs such as cholesterol, estrone, paracetamol, and thymol affording the corresponding meta-olefinated derivatives. Furthermore, the maleimide-coupled products were evaluated for photophysical properties.