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...
Diastereoselective synthesis of 3-(α-aryl)alkenylindoles from the direct dehydrative coupling of indoles and ketones: A synthetic and theoretical study
A representative library of 3-(α-aryl)alkenylindoles has been prepared via a Brønsted-acid catalysed dehydrative coupling reaction between alkyl aryl ketones and some indoles. An interesting diastereoselectivity has been observed and has been explained from a mechanistic point of view.
[Display omitted]
•3-(α-Aryl)alkenylindoles are easily prepared via an acid-catalysed direct dehydrative coupling between some ketones and indoles.•The observed good diastereoselectivity depending on indole substitution has been explained by a computational method.•Alkenylindoles are reactive intermediates, useful for the synthesis of indole-based heterocycles.