S. Maiti, M. Leonardi, Ángel Cores
Aug 21, 2020
Citations
0
Influential Citations
4
Citations
Journal
The Journal of organic chemistry
Abstract
A step- and atom-economical protocol is described allowing the synthesis of 1,4-diazepanes, and also tetrahydro- and decahydro-1,5-benzodiazepines. The method proceeds from very simple starting materials such as 1,2-diamines and alkyl 3-oxohex-5-enoates and can be performed under solvent-free conditions in many instances. The key event was the in situ generation of an aza-Nazarov reagent followed by its cyclization via an intramolecular aza-Michael reaction. An intermolecular version of the reaction was also established and applied to the synthesis of the first example of the pyrrolo[1,2-a][1,5]diazonine framework.