| Attributs | Valeurs |
|---|
| type
| |
| Is Part Of
| |
| Subject
| |
| Title
| - Synthesis of Trifluoromethylated Azines via Nucleophilic OxidativeSubstitution of Hydrogen by Trifluoromethyl Carbanions
|
| has manifestation of work
| |
| related by
| |
| Author
| |
| Abstract
| - A novel, three-step method of trifluoromethylation of azines via oxidative nucleophilic substitution ofhydrogen in the heteroaromatic ring by a CF3- carbanion is presented. The key reaction of this processis the addition of the CF3- carbanion, generated by treatment of Me3SiCF3 with KF(s) and Ph3SnF catalyst,to N-alkylazinium salts. The resulting dihydroazines containing a trifluoromethyl group are relativelystable compounds and can be isolated in a pure form. Deprotection of the N-p-methoxybenzyl substituentand aromatization of the heterocyclic ring upon treatment with CAN provides azines with a CF3 groupin the ring position originally occupied by hydrogen. The whole process can be thus considered as anucleophilic oxidative displacement of hydrogen by a CF3- carbanion.
|
| article type
| |
| is part of this journal
| |
