Alcohol and Amine Derivatives Guide Position-Selective C-H Functionalization Reactions

Free radical reactions represent an important and versatile class of chemical transformations. Nitrogen-centered radical applications remain underexplored due to the lack of convenient methods for their generation. Recent advances have improved access to nitrogen-centered radicals through photoredox-mediated oxidation of two such directing groups: amides and sulfonamides. Guided by this approach, we hypothesized that alcohols, masked as sulfamate esters, and amines, masked as sulfamides, could engage in photoredox-mediated oxidation to furnish nitrogen-centered radicals that could guide C-H functionalization reactions.

Speaker: Jennifer Roizen, Duke Univ.