Synthesis of Dibenzosultams by Transition-Metal-Free Photoinduced Intramolecular Arylation of N-Aryl-2-halobenzenesulfonamides

A new and general synthetic route to prepare dibenzosultams is here reported. This approach involves the synthesis of N-aryl-2-halobenzenesulfonamides (3), followed by intramolecular C-C photoinduced arylation under soft conditions without the use of Transition Metal. The photostimulated reactions exhibit very good tolerance to different substituent groups with good to excellent isolated yields (42-98%) of products. Moreover, it is shown that LED (lambda = 395 nm) is an efficient light energy source to initiate efficiently the reactions. Theoretical inspection of the: mechanism was made to probe the involvement of the radical-anion S(RN)1 process.