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Catalytic [6+2] cycloaddition of N-substituted azepines as a key element in the direct construction of 9-azabicyclo[4.2.1]nonanes
Published:
14 November 2022
by MDPI
in The 26th International Electronic Conference on Synthetic Organic Chemistry
session Bioorganic, Medicinal and Natural Products Chemistry
https://doi.org/10.3390/ecsoc-26-13532
(registering DOI)
Abstract:
The data obtained by the authors in the field of studying catalytic cycloaddition reactions of N-substituted azepines are summarized. Cobalt(I)-catalyzed [6π+2π]-cycloaddition of N-carboethoxy-, phenoxy-, and cholesteroxyazepines with 1,2-dienes, alkynes, and 1,3-diynes leads to the formation of a practically important class of heterocyclic compounds, 9-azabicyclo[4.2.1]nonadi(tri)enes. Data on the study of the antitumor properties of the synthesized azabi(tri)cycles are presented, among which samples with increased antitumor activity and a high selectivity index were identified.
Keywords: catalytic cycloaddition; azepines; 9-azabicyclo[4.2.1]nonadi(tri)enes; antitumor activity