Issue 55, 2016

Expedient synthesis of tetrahydroquinoline-3-spirohydantoin derivatives via the Lewis acid-catalyzed tert-amino effect reaction

Abstract

Magnesium triflate was found to effectively catalyze the tert-amino effect reaction (T-reaction) involving ethyl 3-(2-(dialkylamino)-phenyl)-2-nitroacrylates leading to tetrahydroquinoline nitroester derivatives. These compounds can be readily transformed to the corresponding valuable spirohydantoin derivatives.

Graphical abstract: Expedient synthesis of tetrahydroquinoline-3-spirohydantoin derivatives via the Lewis acid-catalyzed tert-amino effect reaction

Supplementary files

Article information

Article type
Communication
Submitted
29 Apr 2016
Accepted
02 Jun 2016
First published
07 Jun 2016

Chem. Commun., 2016,52, 8541-8544

Expedient synthesis of tetrahydroquinoline-3-spirohydantoin derivatives via the Lewis acid-catalyzed tert-amino effect reaction

J. F. Briones and G. S. Basarab, Chem. Commun., 2016, 52, 8541 DOI: 10.1039/C6CC03600G

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