Modeling stages of domino reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate: a new synthetic route to γ-carbolines with thione group
Modeling stages of the cascade reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate were studied. Alkylation of thiones with alkyl halides or dimethyl sulfate affording to thiopyrano[4,3-b]indole-2-ium salts models the first stage of the process. The attack at the 3-...
Gardado en:
| Главные авторы: | , |
|---|---|
| Formato: | Статья |
| Idioma: | English |
| Publicado: |
2024
|
| Темы: | |
| Acceso en liña: | https://dspace.ncfu.ru/handle/20.500.12258/26904 |
| Метки: |
Engadir etiqueta
Sen Etiquetas, Sexa o primeiro en etiquetar este rexistro!
|
| Краткое описание: | Modeling stages of the cascade reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate were studied. Alkylation of thiones with alkyl halides or dimethyl sulfate affording to thiopyrano[4,3-b]indole-2-ium salts models the first stage of the process. The attack at the 3-position of the obtained salts by secondary amines can serve as a model for the second stage of the cascade transformation; it gives 3-benzoylindoles with thioamide-group. Reactions of thiopyrano[4,3-b]indole-2-ium salts with primary amines lead to a series of γ-carbolines with thione group. The action of ammonia on these salts causes dealkylation and gives thiopyrano[4,3-b]indole-3(5H)-thiones. |
|---|