Cobalt(I)-Catalyzed [6π + 2π] Cycloaddition of 1,2-Dienes and 1,3-Diynes to N-Carbocholesteroxyazepine in the Synthesis of Previously Undescribed Heterofunctional 9-Azabicyclo[4.2.1]nonadi(tri)enes

Gulnara N Kadikova; Vladimir A D'yakonov; Usein M Dzhemilev

doi:10.1021/acsomega.1c03321

Cobalt(I)-Catalyzed [6π + 2π] Cycloaddition of 1,2-Dienes and 1,3-Diynes to N-Carbocholesteroxyazepine in the Synthesis of Previously Undescribed Heterofunctional 9-Azabicyclo[4.2.1]nonadi(tri)enes

ACS Omega. 2021 Aug 12;6(33):21755-21763. doi: 10.1021/acsomega.1c03321. eCollection 2021 Aug 24.

Authors

Gulnara N Kadikova¹, Vladimir A D'yakonov¹, Usein M Dzhemilev¹

Affiliation

¹ Laboratory of Catalytic Synthesis, Institute of Petrochemistry and Catalysis of RAS (IPC RAS), Prospect Oktyabrya, 141, 450075 Ufa, Russian Federation.

Abstract

Promising heterofunctional (E)-9-azabicyclo[4.2.1]nona-2,4-dienes (79-92%) and 9-azabicyclo[4.2.1]nona-2,4,7-trienes (77-90%) containing a cholesterol fragment in the structure have been synthesized for the first time through the [6π + 2π] cycloaddition reaction of terminal 1,2-dienes and symmetric 1,3-diynes with N-carbocholesteroxyazepine under the action of the Co(acac)₂(dppe)/Zn/ZnI₂ three-component catalytic system.