Inverse Electron-Demand Aza-Diels-Alder Reaction of α,ß-Unsaturated Thioesters with In Situ-Generated 1,2-Diaza-1,3-dienes for the Synthesis of 1,3,4-Thiadiazines.
J Org Chem
; 87(6): 4232-4240, 2022 Mar 18.
Article
em En
| MEDLINE
| ID: mdl-35212520
ABSTRACT
A highly regioselective inverse electron-demand aza-Diels-Alder reaction of α,ß-unsaturated thioesters with 1,2-diaza-1,3-dienes generated in situ from α-halogeno hydrazones was developed. With α,ß-unsaturated thioesters as CâS dienophiles, the developed protocol enables the formation of diverse 3,6-dihydro-2H-1,3,4-thiadiazine derivatives in excellent yields. In the presence of lithium aluminum hydride, 3,6-dihydro-2H-1,3,4-thiadiazine derivatives could be further transformed into 5,6-dihydro-4H-1,3,4-thiadiazines in good yields.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2022
Tipo de documento:
Article
País de afiliação:
China