80936-86-3Relevant academic research and scientific papers
Atom economical synthesis of: N -alkylbenzamides via the iron(III) sulfate catalyzed rearrangement of 2-alkyl-3-aryloxaziridines in water and in the presence of a surfactant
Kra?em, Jamil,Ollevier, Thierry
supporting information, p. 1263 - 1267 (2017/08/15)
A green and mild synthetic route to N-alkylbenzamides involves eco-friendly one pot synthesis of 2-alkyl-3-aryloxaziridines from N-alkylamines and benzaldehydes followed by iron(iii) sulfate catalyzed rearrangement to the corresponding amides in water as the solvent and in the presence of sodium dodecyl sulfate as the surfactant. This green approach affords N-alkylbenzamides in high overall yields under simple and minimum manipulation.
Microwave-Enhanced Asymmetric Transfer Hydrogenation of N-(tert-Butylsulfinyl)imines
Pablo, Oscar,Guijarro, David,Yus, Miguel
, p. 7034 - 7038 (2016/02/19)
Microwave irradiation has considerably enhanced the efficiency of the asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)imines in isopropyl alcohol catalyzed by a ruthenium complex bearing the achiral ligand 2-amino-2-methylpropan-1-ol. In addition to shortening reaction times for the transfer hydrogenation processes to only 30 min, the amounts of ruthenium catalyst and isopropyl alcohol can be considerably reduced in comparison with our previous procedure assisted by conventional heating, which diminishes the environmental impact of this new protocol. This methodology can be applied to aromatic, heteroaromatic and aliphatic N-(tert-butylsulfinyl)ketimines, leading, after desulfinylation, to the expected primary amines in excellent yields and with enantiomeric excesses of up to 96 %. Microwave irradiation promotes the asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)imines in 2-propanol catalysed by a ruthenium complex bearing an achiral β-amino alcohol as ligand. After desulfinylation, α-branched primary amines containing aromatic, heteroaromatic and aliphatic substituents are obtained in excellent yields and with enantiomeric excesses of up to 96 %.
INSERTION OF BENZOYLNITRENE TOWARD HYDROCARBON C-H BONDS
Inagaki, Masao,Shingaki, Tadao,Nagai, Toshikazu
, p. 1419 - 1422 (2007/10/02)
Benzoylnitrene, generated photochemically from benzoyl azide, was inserted stereospecifically into the tertiary C-H bonds of cis- and trans-1,4-dimethylcyclohexanes.The insertion regioselectivities toward the C-H bonds were determided by use of 2-methylbutane and 2,3-dimethylbutane.The insertion proceeds involving the singlet nitrene, but not the triplet, and the photoCurtius rearrangement takes place independently of the nitrene reaction.
