Lawrence Berkeley National Laboratory
Palladium-Catalyzed Methylation of Aryl, Heteroaryl, and Vinyl Boronate Esters.
- Author(s): Haydl, Alexander M
- Hartwig, John F
- et al.
Published Web Locationhttps://doi.org/10.1021/acs.orglett.9b00025
A method for the direct methylation of aryl, heteroaryl, and vinyl boronate esters is reported, involving the reaction of iodomethane with aryl-, heteroaryl-, and vinylboronate esters catalyzed by palladium and PtBu2Me. This transformation occurs with a remarkably broad scope and is suitable for late-stage derivatization of biologically active compounds via the boronate esters. The unique capabilities of this method are demonstrated by combining carbon-boron bond-forming reactions with palladium-catalyzed methylation in a tandem transformation.