1.
J Org Chem
; 89(13): 9695-9699, 2024 Jul 05.
Artículo
en Inglés
| MEDLINE
| ID: mdl-38965935
RESUMEN
UV light-promoted synthesis of α-sulfonyl amides from N-sulfonyl ynamides without any additives is reported. The reaction proceeds through a radical chain mechanism involving the photoinduced cleavage of the nitrogen-sulfur bond and addition of an electrophilic sulfonyl radical to the triple bond of the ynamide followed by ß-fragmentation of the sulfonyl group leading to a ketenimine hydrated upon workup. This highly efficient rearrangement leads, after acidic treatment, to a wide range of α-sulfonyl amides in high yields.