Catalytic One-Pot Oxetane to Carbamate Conversions: Formal Synthesis of Drug Relevant Molecules
| Autor: | Wusheng Guo, Jeroen Rintjema, Arjan W. Kleij, Victor Laserna |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2016 |
| Předmět: |
Carbamate
010405 organic chemistry Commodity chemicals Chemistry medicine.medical_treatment One-pot synthesis General Chemistry 010402 general chemistry Oxetane 01 natural sciences 0104 chemical sciences Catalysis Formal synthesis chemistry.chemical_compound medicine Organic chemistry Molecule Chemoselectivity |
| Zdroj: | RECERCAT (Dipòsit de la Recerca de Catalunya) Recercat. Dipósit de la Recerca de Catalunya instname |
| Popis: | Oxetanes are versatile building blocks in drug- related synthesis to induce property-modulating effects. Whereas related oxiranes are widely used in coupling chemistry with carbon dioxide (CO2) to afford value-added commodity chemicals, oxetanes/CO2 couplings remain extremely limited despite the recent advances in the synthesis of these four-membered heterocycles. Here we report an effective one-pot three-component reaction (3CR) strategy for the coupling of (substituted) oxetanes, amines and CO2 to afford a variety of functionalized carbamates with excellent chemo-selectivity and good yields. The process is mediated by an aluminium based catalysts under relatively mild conditions and the developed catalytic methodology can be applied to the formal synthesis of two pharmaceutically relevant carbamates with the 3CR being a key step. |
| Databáze: | OpenAIRE |
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