82936-41-2Relevant academic research and scientific papers
Flow hydrodediazoniation of aromatic heterocycles
R?der, Liesa,Nicholls, Alexander J.,Baxendale, Ian R.
, (2019/06/05)
Continuous flow processing was applied for the rapid replacement of an aromatic amino group with a hydride. The approach was applied to a range of aromatic heterocycles, confirming the wide scope and substituent-tolerance of the processes. Flow equipment was utilized and the process optimised to overcome the problematically-unstable intermediates that have restricted yields in previous studies relying on batch procedures. Various common organic solvents were investigated as potential hydride sources. The approach has allowed key structures, such as amino-pyrazoles and aminopyridines, to be deaminated in good yield using a purely organic-soluble system.
Arylazide additions to α- and β- aminoacrylonitriles: Synthesis of 5-amino and 4-cyano-1,2,3-triazoles. Kinetic study of the cycloaddition
Derdour, A.,Benabdallah, T.,Merah, B.,Texier, F.
, p. 69 - 78 (2007/10/02)
Arylazides reacted with α-aminoacrylonitriles 1 (captodative olefins) to produce in excellant yields 5-amino-1-aryl-1,2,3-triazoles.HCN was spontaneously eliminated from the corresponding triazoline.Reaction of the same 1,3-dipoles with β-aminoacrylonitri
ADDITION DIPOLAIRE-1,3 AUX OLEFINS POTANT UNE SUBSTITUTION CAPTODATIVE: REACTIVITE COMPAREE DES α ET DES β AMINO ACRYLONITRILES VIS A VIS DES ARYLAZIDES.
Texier, F.,Derdour, A.,Benhaoua, H.,Benabdellah, T.,Yebdri, O.
, p. 1893 - 1896 (2007/10/02)
Arylazides reacted with α amino-acrylonitriles 1 to produce 1-aryl-5-amono-triazoles, and with β amiono-acrylonitriles 2 to give 1-aryl-4-cyano-triazoles.Kinetics showed the Hammett ρ to be > ? and therefore, these reactions are controlled by LUMOazide-HOMOolefin interaction.Despite the captodative substitution in 1, the very small reactivity difference observed between the two isomers 1 and 2 (ΔΔE ca 500 cal.M-1) does'nt agree with a diradical intermediate.
