51411-39-3Relevant academic research and scientific papers
HFIP-mediated 2-aza-Cope rearrangement: Metal-free synthesis of α-substituted homoallylamines at ambient temperature
Gadde, Karthik,Maes, Bert U. W.,Abbaspour Tehrani, Kourosch
, p. 4067 - 4075 (2021)
An efficient metal-free strategy for the synthesis of α-substituted homoallylamine derivatives has been developed via a 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP)-promoted 2-aza-Cope rearrangement of aldimines, generated in situ by condensation of aldehydes with easily accessible 1,1-diphenylhomoallylamines. This reaction provides rapid access to α-substituted homoallylamines with excellent functional group tolerance and yields. The reaction takes place at room temperature and no chromatographic purification is required for product isolation. The synthetic utility of the current method is further demonstrated by the transformation of the obtained benzophenone ketimines into N-unprotected homoallylamines, an α-amino alcohol and an α-amino amide. This journal is
Lewis acidic FeCl3 promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate
Gadde, Karthik,Daelemans, Jonas,Maes, Bert U. W.,Abbaspour Tehrani, Kourosch
, p. 18013 - 18017 (2019/06/24)
The iron(iii)-catalyzed efficient strategy for the synthesis of α-substituted homoallylamines was accomplished via a cationic 2-aza-Cope rearrangement of aldimines, generated in situ by condensation of commercially available aldehydes and easily synthesizable 1,1-diphenylhomoallylamines. This reaction features a broad substrate scope with high yields and is conducted in an eco-friendly solvent, i.e. dimethyl carbonate.
Comparison of imine to olefin insertion reactions: Generation of five- and six-membered lactams via a nickel-mediated co, olefin, co, imine insertion cascade
Davis, Jason L.,Arndtsen, Bruce A.
experimental part, p. 1896 - 1901 (2011/05/13)
Cationic nickel complexes of the form L2Ni(CH 3)(RN=C(H)R)+ (L2 = bidentate nitrogen donor) have been probed for their ability to mediate olefin and imine migratory insertion reactions. While these complexes do
