Amide-Directed Intramolecular Co(III)-Catalyzed C-H Hydroarylation of Alkenes for the Synthesis of Dihydrobenzofurans with a Quaternary Center

J Org Chem. 2020 Aug 7;85(15):10261-10270. doi: 10.1021/acs.joc.0c01413. Epub 2020 Jul 30.

Abstract

The first example of Cp*Co(III)-catalyzed intramolecular hydroarylation of allyl aryl ethers using an amide directing group for the preparation of 3,3-disubstituted dihydrobenzofurans in high yields is described. The reaction of the unactivated alkene is completely selective for the formation of the quaternary center, allowing different substitution patterns on the aromatic ring and the alkene. The cyclization can also be extended to the formation of six-membered rings and to N-homoallylindoles.