Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 14, Issue 37, Pages 8859-8863Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ob01434h
Keywords
-
Categories
Funding
- French government
- Centre National de la Recherche Scientifique (CNRS)
- Universite de Strasbourg (Unistra)
- French Ministere de l'Education Nationale, de l'Enseignement Superieur et de la Recherche (Pierre Regenass fellowship)
Ask authors/readers for more resources
A rapid and atom economical multicomponent synthesis of complex aza-diketopiperazines (aza-DKPs) driven by Rh(I)-catalyzed hydroformylation of alkenylsemicarbazides is described. Combined with catalytic amounts of acid and the presence of nucleophilic species, this unprecedented multicomponent reaction (MCR) enabled the formation of six bonds and a controlled stereocenter from simple substrates. The efficacy of the strategy was demonstrated with a series of various allyl-substituted semicarbazides and nucleophiles leading to the preparation of 3D-shaped bicyclic aza-DKPs. Moreover, an analysis of their 3D molecular descriptors and drug-likeness properties highlights not only their originality in the chemical space of aza-heterocycles but also their great potential for medicinal chemistry.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available