Arylazo sulfones were used as Photoacid Generators (PAGs) for the visible-light photorelease of strong sulfonic acids to promote the ring opening of epoxides in benign media (DMC/water mixtures) or under neat conditions. Water, alcohols, azide and thiocyanate anions, as well as electron-rich aromatics were used in the role of nucleophiles. The resulting 1,2- disubstituted adducts were formed mostly in > 99% yield in a high regioselective fashion.
Visible photons for the nucleophilic ring opening of epoxides
Di Terlizzi, L.;Fagnoni, M;Protti, S.
2024-01-01
Abstract
Arylazo sulfones were used as Photoacid Generators (PAGs) for the visible-light photorelease of strong sulfonic acids to promote the ring opening of epoxides in benign media (DMC/water mixtures) or under neat conditions. Water, alcohols, azide and thiocyanate anions, as well as electron-rich aromatics were used in the role of nucleophiles. The resulting 1,2- disubstituted adducts were formed mostly in > 99% yield in a high regioselective fashion.File in questo prodotto:
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