A Photo- and Cobalt-Catalyzed Highly Selective and Divergent Hydrofunctionalization of 1,3-Dienes with Phenols

Abstract

An applicable cobalt-hydride mediated selective, divergent hydroetherification and sequential hydroetherification/hydroarylation of dienes with simple phenol feedstocks under photoredox and cobalt catalytic system was developed. A variety of allyl aryl ethers and value-added chroman derivatives can be obtained in good to excellent yields and stereoselectivity. This method not only obviates the need for extra hydrosilanes and stoichiometric oxidants thereby offering an exceedingly mild condition for alkene hydroetherification but also represents the first case of CoH-HAT catalyzed sequential double hydrofunctionalization of alkenes with sole nucleophile. The continuous and selective bond-forming catalytic system expands the applications of cobalt-hydride MHAT reaction and provides a novel approach for the design and synthesis of heterocyclic molecules.