74213-56-2Relevant articles and documents
An efficient synthesis of 5-benzoyloxazolines by regio- and stereo-controlled reaction of N-substituted 2-benzoylaziridines under microwave irradiation
Samimi, Heshmat A.,Mamaghani, Manouchehr,Tabatabaeian, Khalil
, p. 1765 - 1770 (2008)
(Chemical Equation Presented) Several N-acyl-2-benzoylaziridines were prepared conveniently in good to high yields (71-93%) and used in the preparation of 5-benzoyloxazolines (76-91%) by a regio- and stereo-controlled reaction in the presence of NaI as an
Regio-controlled and stereo-controlled ring expansion of N-substituted-2 benzoylaziridines using Fe(NO3)3
Samimi, Heshmat A.,Shams, Zahra
, p. 1659 - 1663 (2015/01/09)
Several N-acyl-2-benzoylaziridines were previously prepared conveniently and used in the preparation of 5-benzoyl-2,4-diaryl oxazolines in the presence of NaI. In this work, synthesis of some trans-4-benzoyl- 2,5-diaryl oxazolines by a regio-controlled an
ONE STEP SYNTHESIS OF AZIRIDINES BY THE MICHAEL TYPE ADDITION OF FREE SULFIMIDES
Furukawa, Naomichi,Yoshimura, Toshiaki,Ohtsu, Masami,Akasaka, Takeshi,Oae, Shigeru
, p. 73 - 80 (2007/10/02)
The Michael type additions of diphenyl N-unsubstituted sulfimide (free sulfimide) to various electrophilic olefins were carried out.The reaction with cis- and trans-dibenzoylethylene, dimethylfumarate, dimethylmaleate, benzalacetophenone and benzalacetone gave mainly the corresponding trans-2-acylaziridines and trans-enaminoketones.However, phenyl vinyl sulfone or acrylonitrile afforded not the corresponding aziridine but diphenyl-N-2-cyano or N-2-phenylsulfonylethylsulfimide, a simple Michael adduct.When optically active (+)-(R)-o-methoxyphenylphenyl free sulfimide was treated with such an α,β-unsaturated carbonyl compound as benzalacetophenone, an optically active 2-acylaziridine, i.e., (-)-trans-2-benzoyl-3-phenylaziridine was obtained in ca 30percent optical purity and its absolute configuration was assigned as (2R,3S) upon chemical transformation to the configurationally known 2-phenyl-2-benzoylamino-1-ethanol or by comparing its CD spectrum with that of (1R,2R)-1-phenyl-2-benzoyl-cyclopropane.Meanwhile, (-)-(S)-o-methoxyphenylphenyl free sulfimide was found to react with benzalacetophenone to afford (+)-trans-2-benzoyl-3-phenylaziridine of 25percent optical purity.Effects of solvent and temperature on both the distribution of the products ratio and the optical yield were examined.