Application of Tsunoda reagent to the convenient synthesis of drug-like pyrazoles
| Autor: | Olivier Lorthioir, Arash Mosallanejad |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
010405 organic chemistry
Organic Chemistry Context (language use) Pyrazole Alkylation 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry Phosphorane 0104 chemical sciences chemistry.chemical_compound chemistry Reagent Drug Discovery Mitsunobu reaction Reactivity (chemistry) |
| Zdroj: | Tetrahedron Letters. 59:1708-1710 |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2018.03.045 |
| Popis: | The versatility of the under-utilised (cyanomethylene)tributylphosphorane (CMBP, Tsunoda reagent) was demonstrated on two occasions in a drug discovery context. Firstly, the high reactivity of the phosphorane allowed the alkylation of a weakly acidic pyrazole when standard Mitsunobu conditions were unsuccessful. Secondly, the clean reaction profile generally obtained using CMBP allowed the direct use of the crude mixture in a subsequent Suzuki cross coupling. This reagent has utility when isolation of the Mitsunobu reaction product (e.g. containing a boronate) is not desirable. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect