7570-84-5Relevant academic research and scientific papers
Aminopyridinium iodide as a NH transferring agent for the synthesis of 2-aroyl-3-aryl aziridines
Samimi, Heshmat A.,Momeni, Ahmad R.
, p. 2221 - 2225 (2015/10/19)
A new approach for the synthesis of N-H ketoaziridines is described. 1-aminopyridinium iodide as a NH transferring agent provides a straightforward access to the 2-aroyl-3-arylaziridines from the corresponding 1,3-diarylprop-2-en-1-one. A possible general mechanism involving the N-N ylide is proposed.
Asymmetric aziridination of chalcone promoted by binaphthalene-based chiral amines
Page, Philip C. Bulman,Bordogna, Céline,Strutt, Ian,Chan, Yohan,Buckley, Benjamin R.
, p. 2067 - 2072 (2013/10/21)
Aminimines derived in situ from a number of enantiomerically pure binaphthalene-based tertiary amines have been used for the asymmetric aziridination of chalcone, providing N-unprotected aziridines with ee values of up to 43%. A chiral hydrazinium salt has been isolated for the first time and shown to provide similar yield and enantioselectivity to the in situ process in reaction with chalcone. Georg Thieme Verlag Stuttgart, New York.
Efficient aziridination of α,β-unsaturated ketones with O-(2,4-dinitrophenyl)-hydroxylamine
Wang, Jin-Jia,Lao, Jin-Hua,Li, Xue-Ming,Lu, Rui-Jiong,Miao, Hui,Yan, Ming
experimental part, p. 1577 - 1584 (2012/05/05)
The aziridination of α,β-unsaturated ketones with O-(2,4-dinitrophenyl)-hydroxylamine and tertiary amine was developed. trans-Aziridines were obtained exclusively in good yields. The reaction is proposed to occur via an aminimide intermediate. Copyright T
Amine-promoted, organocatalytic aziridination of enones
Armstrong, Alan,Baxter, Carl A.,Lamont, Scott G.,Pape, Andrew R.,Wincewicz, Richard
, p. 351 - 353 (2007/10/03)
(Chemical Equation Presented) A novel method is presented using N-N ylides (prepared by in situ amination of a tertiary amine) for the aziridination of a range of enone systems. The amine may be used sub-stoichiometrically, and promising levels of enantioselectivity are observed with quinine as promoter.
Facile preparation of allyl amines and pyrazoles by hydrazinolysis of 2-ketoaziridines
Chen, Gang,Sasaki, Mikio,Yudin, Andrei K.
, p. 255 - 259 (2007/10/03)
Allyl amines and pyrazoles can be obtained by hydrazinolysis of 2-ketoaziridines. A variety of aziridines, including N-unprotected, N-substituted, as well as bicyclic enamine and aminal type, can be transformed into diversely substituted linear or cyclic products. The hydrazinolysis of homochiral aziridines proceeds without racemization.
An amine-promoted aziridination of chalcones
Shen, Yu-Mei,Zhao, Mei-Xin,Xu, Jiaxi,Shi, Yian
, p. 8005 - 8008 (2007/10/03)
(Chemical Equation Presented) Without protection: α-Keto aziridines have been formed in a novel amine-promoted direct aziridination of chalcones using an aminimide generated in situ from a tertiary amine and O-mesitylenesulfonylhydroxylamine (MSH) in the
N-amino-N-methylmorpholinium salts: Highly active aziridination reagents for chalcones
Armstrong, Alan,Carbery, David R.,Lamont, Scott G.,Pape, Andrew R.,Wincewicz, Richard
, p. 2504 - 2506 (2008/02/11)
A highly effective aziridination reagent, based on N-methylmorpholine, is reported which effects rapid conversion of chalcones to N-unfunctionalised aziridines at room temperature. Georg Thieme Verlag Stuttgart.
Direct NH-aziridination of α,β-unsaturated ketones
Xu, Jiaxi,Jiao, Peng
, p. 1491 - 1493 (2007/10/03)
1-Aryl-α,β-unsaturated ketones were directly aziridinated, N-unsubstituted, in a one-pot reaction with satisfactory yields by N,N′-diamino-1,4-diazoniabicyclo[2.2.2]octane dinitrate, a nitrogen-nitrogen ylide precursor, in the presence of sodium hydride.
Synthesis of 4-phenylpiperidines by tandem Wittig olefination-aza-Wittig rearrangement of 2-benzoylaziridines
Coldham, Iain,Collis, Alan J.,Mould, Roger J.,Rathmell, Richard E.
, p. 2739 - 2746 (2007/10/02)
A number of routes to 2-vinylaziridines are reported.N-Alkylation of a range of 2-benzoyl-3-alkylaziridines with tert-butyl bromoacetate followed by Wittig olefination gave directly a range of 4-phenylpiperidines.The intermediate 2-vinylaziridines rearran
Ring Expansion of Aziridines to Piperidines using the Aza-Wittig Rearrangement
Coldham, Iain,Collis, Alan J.,Mould, Roger J.,Rathmell, Richard E.
, p. 3557 - 3560 (2007/10/02)
A one-pot, two-step synthesis of unsaturated piperidines from 2-keto aziridines is reported.Treatment of a range of 2-keto aziridines with two equivalents of a phosphonium ylide generates intermediate vinyl aziridines which rearrange by a -sigmatropi
