Formation of Carbonyl Compounds from Amines through Oxidative CN Bond Cleavage using Visible Light Photocatalysis and Applications to <i>N</i>‐PMB‐Amide Deprotection

Abstract

Abstract A method has been developed for CN bond cleavage that utilizes visible light photocatalysis. The process, which utilizes 1 mol% of the ruthenium complex Ru(bpy) 3 Cl 2 as the photocatalyst, potassium persulfate (K 2 S 2 O 8 ) as the oxidant and water/acetonitrile (H 2 O/CH 3 CN) as the solvent, transforms a variety of primary, secondary and tertiary amines to the corresponding carbonyl compounds. In addition, this method was applied to the removal of a p ‐methoxylbenzyl (PMB) group from N ‐PMB protected amides. magnified image