Sie befinden Sich nicht im Netzwerk der Universität Paderborn. Der Zugriff auf elektronische Ressourcen ist gegebenenfalls nur via VPN oder Shibboleth (DFN-AAI) möglich. mehr Informationen...
Azepino[3,4-
b
]indoles are a family of molecules with pharmaceutical significance that contain an aza-seven-membered ring system. However, synthetic approaches to this scaffold are limited and typically require multiple steps. Here, we demonstrate the feasibility of obtaining azepino[3,4-
b
]indoles by one-step synthesis from a four-component reaction system comprising readily available starting materials,
i.e.
, an amino acid, an indole, and an aniline. This transformation affords a diverse range of azepino[3,4-
b
]indoles in a highly efficient manner. We propose that the self-sorting integration of two kinetically unstable intermediates, an indol-3-yl cation and an
N
-arylimine, is key to realizing the cooperative aza-[4 + 3] cycloaddition.