73844-95-8Relevant academic research and scientific papers
Hydrogen peroxide/dimethyl carbonate: A green system for epoxidation of: N -alkylimines and N -sulfonylimines. One-pot synthesis of N -alkyloxaziridines from N -alkylamines and (hetero)aromatic aldehydes
Kra?em, Jamil,Ghedira, Donia,Ollevier, Thierry
, p. 4859 - 4864 (2016/10/12)
A green method for epoxidation of imines using an environmentally benign oxidant system, H2O2/dimethyl carbonate, was developed. N-Alkyloxaziridines were prepared in high yields from N-alkylamines and (hetero)aromatic aldehydes in one-pot fashion, whereas N-sulfonyloxaziridines have been prepared by using the same oxidant system and 5 mol% of Zn(OAc)2·2H2O as catalyst.
Iron(iii)-salan complexes catalysed highly enantioselective fluorination and hydroxylation of β-keto esters and N-Boc oxindoles
Gu, Xin,Zhang, Yan,Xu, Zhen-Jiang,Che, Chi-Ming
, p. 7870 - 7873 (2014/07/08)
Chiral iron(iii)-salan complexes catalysed highly enantioselective α-fluorination and α-hydroxylation of β-keto esters and N-Boc oxindoles to give the corresponding products in high yields and good-to-excellent ee values under mild reaction conditions. This journal is the Partner Organisations 2014.
A new general method for the preparation of N-sulfonyloxaziridines
Garcia Ruano, Jose Luis,Aleman, Jose,Fajardo, Cristina,Parra, Alejandro
, p. 5493 - 5496 (2007/10/03)
(Chemical Equation Presented) A simple procedure to obtain N-alkylsulfonyl- and N-arylsulfonyloxaziridines from the corresponding N-sulfinylimines involving a one-pot, two-step oxidation process with m-CPBA (1 equiv) and m-CPBA/KOH (1.1 equiv) is reported
Multinuclear Magnetic Resonance Study of Oxaziridines
Cudic, Mane,Herrmann, Rudolf
, p. 461 - 467 (2007/10/02)
NMR data (13C, 15N, 17O) for the three ring atoms of various oxaziridines are compared.Their significance for the prediction of the enantioselectivity of the oxidation of sulphides by chiral oxaziridines is discussed.Key Words: Oxaziridines Multinuclear (
2-(4-Toluenesulphonyl)-3-aryloxaziridines as Oxidizing Reagents for P(III) Compounds
Klein, Manuela,Ugi, Ivar
, p. 887 - 890 (2007/10/02)
The preparation of four 2-(4-toluenesulphonyl)-3-aryloxaziridines by oxidation of the corresponding imines by peracids is described.The relative oxidation rates of trimethyl phosphite by these oxaziridines are determined. Key words: 2-(4-Toluenesulphonyl)
Chemistry of Oxaziridines. 1. Synthesis and Structure of 2-Arenesulfonyl-3-aryloxaziridines. A New Class of Oxaziridines
Davis, Franklin A.,Lamendola, Joseph,Nadir, Upender,Kluger, Edward W.,Sedergran, Thomas C.,et al.
, p. 2000 - 2005 (2007/10/02)
A new class of oxaziridine derivatives, 2-arenesulfonyl-3-aryloxaziridines (2), is prepared by m-CPBA oxidation of sulfonimines (RSO2N=CHAr).These compounds are the first stable examples of this ring system to have a substituent other than carbon attached to nitrogen and are characterized by a highly electrophilic oxaziridine oxygen atom.These oxaziridines have the E configuration as determined by X-ray crystallography.The presence of the powerful electron-attracting sulfonyl group attached to nitrogen apparently has little effect on the structure of the oxaziridine three-membered ring.Of more significance are the observations that the nitrogen lone pair in 2 is opposite to one of the sulfonyl oxygens and that the long S-N bond length implies little if any conjugative interaction between sulfur and nitrogen.Attempts to prepare oxaziridines via oxidation of sulfonimines, 5, derived from acetophenone gave imidoyl ether 14, a novel Baeyer-Villiger oxidation product of a C-N double bond.
