Isoindolinones via Copper-Catalyzed Intramolecular Benzylic C-H Sulfamidation

摘要

2-Benzyl-N-tosylbenzamides and related substrates undergo copper-catalyzed intramolecular sulfamidation at the ben-zylic methylene to give N-arylsuflonyl-1-arylisoindolinones, which can be N-deprotected using samarium iodide to generate the free 1-arylisoindolinones. Preliminary mechanistic studies indicate that the rate-determining step is not C-H bond cleavage, but are instead consistent with slow oxidation of a copper π-arene intermediate.