Journal
ACS COMBINATORIAL SCIENCE
Volume 22, Issue 10, Pages 495-499Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscombsci.0c00173
Keywords
multicomponent reaction; Petasis reaction; 2-aminothiophenes; thienodiazepines; small molecules
Funding
- AstraZeneca
- Merck KGaA
- Pfizer Inc.
- Max Planck Society
Ask authors/readers for more resources
Multicomponent Petasis reaction has been widely applied for the synthesis of functionalized amine building blocks and biologically active compounds. Employing primary aromatic amines that are not typical reactive substrates contributes to expand the application scope of the Petasis reaction. In this study, we demonstrated the synthesis of functionalized 2-aminothiophenes using Gewald-reaction-derived 2-aminothiophenes as the amine substrates, whose low reactivity in the Petasis reaction was overcome using hexafluoro-2-propanol as the solvent in a mild condition. The obtained Petasis products are amenable for further transformations owing to the presence of multiple functional handles. A following intramolecular cyclization of selected Petasis products afforded substituted tricyclic heterocycles that incorporate a pharmaceutically interesting thienodiazepine moiety.
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