74280-88-9Relevant 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.
Tertiary amine-promoted enone aziridination: Investigations into factors influencing enantioselective induction
Armstrong, Alan,Pullin, Robert D. C.,Jenner, Chloe R.,Foo, Klement,White, Andrew J. P.,Scutt, James N.
, p. 74 - 86 (2014/02/14)
trans-N-Unsubstituted aziridines were synthesised (up to 77% ee) via a chiral tertiary amine-promoted nucleophilic aziridination of a,b-unsaturated ketones utilising in situ generated N-N ylides (aminimines). A wide range of chiral tertiary amines were sy
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.
Lewis acid-Lewis acid heterobimetallic cooperative catalysis: Mechanistic studies and application in enantioselective Aza-Michael reaction
Yamagiwa, Noriyuki,Qin, Hongbo,Matsunaga, Shigeki,Shibasaki, Masakatsu
, p. 13419 - 13427 (2007/10/03)
The full details of a catalytic asymmetric aza-Michael reaction of methoxylamine promoted by rare earth-alkali metal heterobimetallic complexes are described, demonstrating the effectiveness of Lewis acid-Lewis acid cooperative catalysis. First, enones we
Heterobimetallic Catalysis in Asymmetric 1,4-Addition of O-Alkylhydroxylamine to Enones
Yamagiwa, Noriyuki,Matsunaga, Shigeki,Shibasaki, Masakatsu
, p. 16178 - 16179 (2007/10/03)
A heterobimetallic YLi3tris(binaphthoxide) catalyst (YLB) promoted a 1,4-addition of O-methylhydroxylamine in high enantiomeric excess (up to 97% ee). Catalyst loading was reduced to as little as 0.5 mol %, still affording the 1,4-adduct in 96%
