96938-79-3Relevant academic research and scientific papers
Transaminations of Enaminones: A Synthesis of Tricyclic, N-Aryl, 1,2,3-Triazole-fused Pyridones
Chan, Tze-Ming,Friary, R.,Jones, H.,Schwerdt, J. H.,Seidl, V.,et al.
, p. 1135 - 1142 (2007/10/02)
1-Phenylmethyl- and 1-(4-methoxyphenylmethyl)-5-chloro-1,2,3-triazole-4-carbonyl chlorides acylated the pyrrolidine enamines of cyclopentanone and cyclohexanone, and the resulting enaminones underwent transaminations with aryl amines under acidic conditions.The products then cyclized under basic conditions to linearly fused, tricyclic 3-phenylmethyl- and 3-(4-methoxyphenylmethyl)-4-aryl-8-oxo-4,5,6,7-tetrahydrocyclopenta-1,2,3-triazolopyridines, and to 5,6,7,8-tetrahydro-4-aryl-3H-1,2,3-triazoloquinolin-9(4H)-ones.Similar transaminations afforded the related 8-phenyl- and 8-(3-chlorophenyl)-1,5,7,8-tetrahydro-1-(phenylmethyl)-4H-thieno-1,2,3-triazolopyridin-4-ones.Phase-transfer and catalytic hydrogenolyses of some of these intermediates furnished 4-aryl-8-oxo-4,5,6,7-tetrahydrocyclopenta-1,2,3-triazolopyridines and 4-aryl-5,6,7,8-tetrahydro-3H-1,2,3-triazoloquinoline-9(4H)-ones.The 3-(4-methoxyphenylmethyl)-4-aryl intermediates were sterically crowded.Two protons from the methoxyphenylmethylphenylmethylgroups were dramatically shielded because of anisotropic effects exerted by the 4-aryl substituents.
Studies on 1,2,3-Triazoles. Part XI. A New Entry to the Benzopyrano-1,2,3-triazole System. Cyclization of 1-Benzyl-5-chloro-4-(2-hydroxybenzoyl)-1H-1,2,3-triazoles
Buckle, Derek R.
, p. 77 - 80 (2007/10/02)
The acylation of simple arenes such as benzene and alkylated benzenes with N-protected 5-chloro-1H-1,2,3-triazole-4-carboxylic acid chlorides under Friedel-Crafts conditions results in excellent yields of the corresponding ketones.Resorcinol dimethyl ethe
