1.
J Org Chem
; 89(10): 7263-7269, 2024 May 17.
Artículo
en Inglés
| MEDLINE
| ID: mdl-38684077
RESUMEN
The reaction of Morita-Baylis-Hillman ketones with 2-aminothiophenol mediated by Cs2CO3 results in an oxidative cyclization to 2,2-disubstituted dihydro-1,4-benzothiazines, with the structure of the product indicating the occurrence of an aza-Michael addition along the pathway. In contrast, in the absence of a base, the parent compounds interact to produce a thia-Michael adduct instead. A deeper mechanistic study improved our understanding of the apparent contradiction and provided insight into the base-dependent switch in reactivity.