Morpholine-mediated defluorinative cycloaddition of gem-difluoroalkenes and organic azides.
Beilstein J Org Chem
; 19: 1545-1554, 2023.
Article
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| MEDLINE
| ID: mdl-37822920
ABSTRACT
Here, we report the first transition-metal-free defluorinative cycloaddition of gem-difluoroalkenes with organic azides in morpholine as a solvent to construct fully decorated morpholine-substituted 1,2,3-triazoles. Mechanistic studies revealed the formation of an addition-elimination intermediate of morpholine and gem-difluoroalkenes prior to the triazolization reaction via two plausible pathways. Attractive elements include the regioselective and straightforward direct synthesis of fully substituted 1,2,3-triazoles, which are otherwise difficult to access, from readily available starting materials.
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1
Colección:
01-internacional
Banco de datos:
MEDLINE
Idioma:
En
Revista:
Beilstein J Org Chem
Año:
2023
Tipo del documento:
Article
País de afiliación:
Estados Unidos