Methods for selective oxidation inhibitor price of C-H bonds have expanded significantly over the past decade, and their role in the synthesis of organic chemicals will continue to increase. Our group’s contributions to this field are linked to our broader interest in the development and mechanistic understanding of aerobic oxidation reactions. Molecular oxygen (O-2) is the ideal oxidant. Its low cost and lack of toxic byproducts make it a highly appealing reagent that can address key “”green chemistry”" priorities in industry. With strong economic and environmental incentives to use O-2, the commmodity chemicals industry often uses aerobic oxidation reactions. In contrast, O-2 is seldom used to prepare more-complex smaller-volume chemicals, a limitation that reflects, in part, the limited synthetic scope and utility of existing aerobic reactions.

Pd-catalyzed reactions represent some of the most versatile methods for selective C-H oxidation, but they often require stoichiometric transition-metal or organic oxidants, such as Cu-II, Ag-I, or benzoquinone. This Account describes recent strategies that we have identified to use O-2 as the oxidant in these reactions. In Pd-catalyzed C-H oxidation reactions that form carbon-heteroatom bonds, the stoichiometric oxidant is often needed to promote difficult reductive elimination steps in the catalytic mechanism. To address this challenge, we have identified new ancillary ligands for Pd that promote reductive elimination, or replaced Pd with a Cu catalyst that undergoes facile reductive elimination from a Cum intermediate.

Both strategies have enabled O-2 to be used as the sole stoichiometric oxidant in the catalytic reactions. C-H oxidation reactions that form the product via beta-hydride or C-C reductive elimination steps tend to be more amenable to the use of O-2. The use of new ancillary ligands has also overcome some of the Entinostat limitations in these methods. Mechanistic studies are providing insights www.selleckchem.com/products/mek162.html into some (but not yet all) of these advances in catalylic reactivity.”
“Methods that functionalize C-H bonds can lead to new approaches for the synthesis of organic molecules, but to achieve this goal, researchers must develop site-selective reactions that override the inherent reactivity of the substrates. Moreover, reactions are needed that occur with high turnover numbers and with high tolerance for functional groups if the C-H bond functionalization is to be applied to the synthesis of medicines or materials. This Account describes the discovery and development of the C-H bond functionalization of aliphatic and aromatic C-H bonds with borane and silane reagents.