Difluoromethyl azide 0.5 M solution in DME
| Cat. # | Quantity | Price | Lead time | Buy this product |
|---|---|---|---|---|
| FAZ003_5 | 5 ml | 315,00 € | in stock | |
| FAZ003_10 | 10 ml | 515,00 € | in stock | |
| FAZ003_25 | 25 ml | 780,00 € | in stock |
- IUPAC Name: Azidodifluoromethane
- Synonyms: HCF2N3, Difluoromethylazide, Difluoromethyl azide
- CAS: 41796-84-3
- Smiles: [H]C(F)(N=[N+]=[N-])F
- Chemical formula: CHF2N3
- Molecular weight: 93.04
In 2018, CF Plus Chemicals and the group of Dr. Beier at IOCB Prague disclosed a convenient method of preparation of difluoromethylazide.
Difluoromethyl azide shares practically the same reactivity as trifluoromethyl azide in copper catalysed alkyne-azide cycloadditions, providing expedient access to five-membered N-CF2H heterocycles which are highly attractive for medicinal chemistry discovery programmes. Difluoromethyl azide provides similar synthetic benefits as other fluoroalkyl azides – a broad substrate scope of regiochemically defined N-difluoromethyl azoles can be accessed in a much simpler manner than with other synthetic routes.
Besides the established copper catalyzed alkyne-azide cycloadditon, difluoromethylazide was shown to undergo an enamine mediated azide-ketone [3+2] cycloadditons, affording the corresponding N-CF2H triazoles.
References:
1) Eur. J. Org. Chem., 2018, 37, 5087-5090.