130481-18-4Relevant academic research and scientific papers
Catalytic C-H activation of phenylethylamines or benzylamines and their annulation with allenes
Rodrguez, Aleix,Albert, Joan,Ariza, Xavier,Garcia, Jordi,Granell, Jaume,Farrs, Jaume,La Mela, Andrea,Nicols, Ernesto
, p. 9578 - 9585 (2015/02/19)
Tetrahydro-3-benzazepines and tetrahydroisoquinolines are synthesized in one step from allenes and phenylethylamines or benzylamines, respectively. Mechanistically, it is assumed that activation of a C-H bond of an aromatic ring with Pd(II) occurs, directed by the primary amine, leading to the formation of a palladacycle into which an allene then undergoes insertion. The resulting π-allyl intermediate cyclizes to the products by an intramolecular allylic alkylation. The process is particularly useful with 2,3-butadienoates and amines having a quaternary carbon at the α-position. (Chemical Equation Presented).
OXIMES TRIFLUOROMETHYLEES ET ORGANOMAGNESIENS ALLYLIQUES: SYNTHESE D'HYDROXYLAMINES HOMOALLYLIQUES ET D'AMINES HOMOALLYLIQUES PRIMAIRES
Felix, C.,Laurent, A.,Lesniak, S.,Mison, P.
, p. 301 - 323 (2007/10/02)
Les organomagnesiens allyliques s'additionnent aux oximes substituees par un groupement trifluoromethyle, pour conduire a des hydroxylamines avec des rendements eleves.Une telle reaction est particuliere a ces oximes et a ces magnesiens.Les hydroxylamines obtenues ont ete transformees en amines primaires homoallyliques.
Unusual reactivity of allylmagnesium bromide
Felix, Caroline,Laurent, Andre,Mison, Pierre
, p. 4143 - 4144 (2007/10/02)
Reaction of allylmagnesium bromide with trifluoromethyl oximes is different than with other Grignard reagents. On the other hand, allylmagnesium bromide acted as a reducing agent towards trifluoromethyl ketones. By using an excess of this Grignard reagent, an exclusive addition reaction is obtained. A single electron reaction is suggested to explain the reductive process.
