1.
J Org Chem
; 69(6): 1967-71, 2004 Mar 19.
Artículo
en Inglés
| MEDLINE
| ID: mdl-15058941
RESUMEN
Aryldiazo substituents were used in nucleophilic aromatic substitution reactions of halogens. The Ph-N=N- group activates ortho fluorine atoms toward alkylthiolation under mild conditions. In contrast, the Me(2)N-C(6)H(4)-N=N- group has virtually no activation effect in nucleophilic aromatic substitution, and serves as a "neutral" mask for the amino group. The Ph-N=N- group was efficiently introduced by diazo coupling of aryllithium with dry PhN(2)(+)BF(4)(-) salt.