6533b86dfe1ef96bd12c94b8
RESEARCH PRODUCT
Ionic liquids/[bmim][N3] mixtures: promising media for the synthesis of aryl azides by SNAr
Renato NotoFrancesca D'annaSalvatore Marullosubject
ArylOrganic ChemistryMedicinal chemistryionic liquids aril azides task specific ionic liquidschemistry.chemical_compoundchemistryNucleophileNucleophilic aromatic substitutionIonic liquidNucleophilic substitutionOrganic chemistryMoleculeAzideSolvent effectsdescription
The nucleophilic aromatic substitution of some activated aryl or heteroaryl halides has been performed in ionic liquid solution, using the 1-butyl-3-methylimidazolium azide as a nucleophile. The reaction course was studied varying the structures of both substrates and ionic liquids. In particular, in the latter case, the reaction of 2-bromo-5-nitrothiophene was carried out in five different ionic liquids ([bmim][BF 4], [bmim][PF 6], [bmim][NTf 2], [bm 2im][NTf 2], and [bmpyrr][NTf 2]). Finally, for all the substrates considered, a comparison with data obtained in MeOH solution in the presence of NaN 3 was also performed. Data collected indicate that in some cases it is possible to obtain aromatic or heteroaromatic azide derivatives in satisfactory yield by means of a S NAr reaction using [bmim][N 3] as the nucleophile.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2008-07-15 |