Hantzsch Ester Anion as Electron Donor in Transition-Metal-Free Photoinducided N-Desulfonylation Reactions.

MICAELA D. HEREDIA; GUERRA, WALTER D.; BAROLO, SILVIA M.; MARÍA E. BUDEN; ROSSI, R. A

Viña del Mar

Congreso; XIV Encuentro Latinoamericano de Fotoquímica y Fotobiología.; 2019

Encuentro Latinoamericano de Fotoquímica y Fotobiología.

Hantzsch esters (HEs) have been used as reductants in catalytic hydrogenation reactions. Recently, with the advances in the visible light photoredox catalysis, it has been grown the use of HEs as electron donors and proton sources in many photoredox reaction types.1 For example, in hydrodifluoroalkylation of alkenes,2 reductive couplings of carbonyls with alkenes3 or carboxylation of aromatic and aliphatic bromides and triflates.4Sulfonyl group is useful for protecting nitrogen containing compounds. However, due to its great stability, requires rigorous deprotection conditions.5 Recently, it has been developed a photocatalytic N-S cleavage using an iridium complex and the HE to give amides as products in excellent yields.6Here, we report an efficient and transition-metal-free photoinducided desulfonylation method using the Hantzsch ester anion as promotor.