New regiospecific synthesis of 2-trifluoromethyl-1,5 diazapentadiene compounds and of 2-trifluoromethylquinolines, their cyclization products.
2-trifluoromethylquinolines 5 are synthesized in high yields using a perfluoroalkylated gem-iodoacetoxy derivative 3 and arylamines 4. The intermediate of this reaction, 2-trifluoromethyl-1,5-diazapentadiene compound 6, was isolated. The procedures are easy, and yields are in general high. This sequence represents a valuable new synthesis of substituted 2-trifluoromethylquinolines and of 2-trifluoromethyl-diazapentadienes (vinamidine compounds).
El Kharrat
Salem
S
Laboratoire de Chimie Organique Organization Moléculaire, Evolution et Matériaux Fluorés, Université Montpellier II, Place E. Bataillon, 34095 Montpellier Cedex 05, France.
Skander
Myriem
M
Dahmani
Abdelkader
A
Laurent
Philippe
P
Blancou
Hubert
H
D000814:Aniline Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014747:Vinblastine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
D000814:Aniline Compounds; D011804:Quinolines; D014747:Vinblastine