Efficient Palladium-Catalyzed Aerobic Arylative Carbocyclization of Enallenynes.
Jie LiuAlexander RickeBin YangJan E BäckvallPublished in: Angewandte Chemie (International ed. in English) (2018)
Herein, we communicate a selective and efficient protocol for oxidative arylating carbocyclization of enallenynes using O2 as the oxidant. The key to success for this aerobic transformation is the application of a specific electron transfer mediator (ETM), a bifunctional catalyst consisting of a metal-macrocycle and quinone moieties. This catalyst significantly facilitates the reoxidation of Pd0 to PdII under atmospheric pressure of O2 . Diverse functionalized enallenynes react with aryl boronic acids to afford the corresponding cyclic tetraenes in moderate to good yields.