Synthesis of New Functionally Substituted 9-Azabicyclo[4.2.1]nona-2,4,7-trienes by Cobalt(I)-Catalyzed [6π + 2π]-Cycloaddition of N-Carbocholesteroxyazepine to Alkynes

Catalytic [6π + 2π]-cycloaddition of N-carbocholesteroxyazepine with functionally substituted terminal alkynes and 1,4-butynediol was performed for the first time under the action of the Co(acac)(2)(dppe)/Zn/ZnI(2) three-component catalytic system. The reaction gave previously undescribed but promis...

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Detalles Bibliográficos
Autores principales: Kadikova, Gulnara N., D’yakonov, Vladimir A., Dzhemilev, Usein M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8156619/
https://www.ncbi.nlm.nih.gov/pubmed/34069183
http://dx.doi.org/10.3390/molecules26102932
Descripción
Sumario:Catalytic [6π + 2π]-cycloaddition of N-carbocholesteroxyazepine with functionally substituted terminal alkynes and 1,4-butynediol was performed for the first time under the action of the Co(acac)(2)(dppe)/Zn/ZnI(2) three-component catalytic system. The reaction gave previously undescribed but promising 9-azabicyclo[4.2.1]nona-2,4,7-trienes (in 79–95% yields), covalently bound to a natural metabolite, cholesterol. The structure of the synthesized azabicycles was confirmed by analysis of one- and two-dimensional ((1)H, (13)C, DEPT (13)C, COSY, NOESY, HSQC, HMBC) NMR spectra.

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