- Triazolopyridines. Part 5. The Reactions of 1,2,3-Triazoloisoquinoline: A New Route to 1,3-Disubstituted Isoquinolines
-
Substitution of 1,2,3-triazoloisoquinoline by electrophiles occurs at position 1, lithiation at position 5.The lithio derivative (8) reacts with electrophiles to give 5-substituted derivatives (9)-(13).Hydrolytic ring opening of compound (4) and of compound (9) occurs with loss of nitrogen, thus providing a synthesis of 1,3-disubstituted isoquinolines.The conversion of a 3,4-disubstituted triazoloquinoline into a 2,3-disubstituted derivative of quinoline is described.A direct synthesis of N,N-dialkylquinolyl- (21) and N,N-dialkylisoquinolyl-acetamides (24) and (25) and the conversion of compound (21) into N,N-diethyltriazoloquinoline-4-carboxamide (3) has been achieved.
- Abarca, Belen,Bellesteros, Rafael,Gomez-Aldaravi, Estrella,Jones, Gurnos
-
p. 1897 - 1902
(2007/10/02)
-