74213-56-2Relevant academic research and scientific papers
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
Iodoarene-catalyzed cyclizations of N-propargylamides and -amidoketones: Synthesis of 2-oxazolines
Kamouka, Somaia,Moran, Wesley J.
supporting information, p. 1823 - 1827 (2017/09/27)
Two complementary iodoarene-catalyzed methods for the preparation of 2-oxazolines are presented. The first involves the cyclization of N-propargylamides and the second involves the cyclization of -amidoketones. These are proposed to proceed through differ
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
Stereoselective one-pot synthesis of oxazolines
Hajra, Saumen,Bar, Sukanta,Sinha, Debarshi,Maji, Biswajit
, p. 4320 - 4322 (2008/09/20)
(Chemical Equation Presented) Treatment of alkenes with NBS, a nitrile, NaHCO3 and water in the presence of Cu(OTf)2 or Zn(OTf)2 is reported to furnish oxazolines in one pot and good yields. The reaction is equally applica
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.
