57437-13-5Relevant academic research and scientific papers
Scandium triflate catalyzed aminolysis of meso-aziridines
Peruncheralathan, Saravanan,Henze, Michael,Schneider, Christoph
, p. 2289 - 2291 (2007)
The aminolysis of meso-N-phenyl aziridines is efficiently catalyzed with just 1 mol% of Sc(OTf)3 and furnishes valuable 1,2-diamines in good to excellent yields. Georg Thieme Verlag Stuttgart.
Titanium and Cobalt Bimetallic Radical Redox Relay for the Isomerization of N -Bz Aziridines to Allylic Amides
Wood, Devin P.,Guan, Weiyang,Lin, Song
supporting information, p. 4213 - 4220 (2021/08/10)
Herein a bimetallic radical redox-relay strategy is employed to generate alkyl radicals under mild conditions with titanium(III) catalysis and terminated via hydrogen atom transfer with cobalt(II) catalysis to enact base-free isomerizations of N-Bz aziridines to N-Bz allylic amides. This reaction provides an alternative strategy for the synthesis of allylic amides from alkenes via a three-step sequence to accomplish a formal transpositional allylic amination.
Catalytic Alkene Difunctionalization via Imidate Radicals
Nakafuku, Kohki M.,Fosu, Stacy C.,Nagib, David A.
, p. 11202 - 11205 (2018/09/12)
The first catalytic strategy to harness imidate radicals has been developed. This approach enables alkene difunctionalization of allyl alcohols by photocatalytic reduction of their oxime imidates. The ensuing imidate radicals undergo consecutive intra- and intermolecular reactions to afford (i) hydroamination, (ii) aminoalkylation, or (iii) aminoarylation, via three distinct radical mechanisms. The broad scope and utility of this catalytic method for imidate radical reactivity is presented, along with comparisons to other N-centered radicals and complementary, closed-shell imidate pathways.
Synthesis of β-fluoroamines by Lewis base catalyzed hydrofluorination of aziridines
Kalow, Julia A.,Schmitt, Dana E.,Doyle, Abigail G.
experimental part, p. 4177 - 4183 (2012/06/18)
Lewis base catalysis promotes the in situ generation of amine-HF reagents from benzoyl fluoride and a non-nucleophilic alcohol. The hydrofluorination of aziridines to provide β-fluoroamines using this latent HF source is described. This protocol displays a broad scope with respect to aziridine substitution and N-protecting groups. Examples of regio- and diastereoselective ring opening to access medicinally relevant β-fluoroamine building blocks are presented.
A general process for the haloamidation of olefins. Scope and mechanism
Yeung, Ying-Yeung,Gao, Xuri,Corey
, p. 9644 - 9645 (2007/10/03)
A methodology is described for the addition of a bromine atom and an amide nitrogen in a trans sense to an olefinic double bond. The process, which is illustrated by numerous examples, involves the use of an N-bromoamide and a Lewis acid as a source of Br
TELLURIUM-BASED ORGANIC SYNTHESIS: A NOVEL ONE-POT FORMATION OF 2-OXAZOLINES FROM ALKENES INDUCED BY AMIDOTELLURINYLATION
Hu, Nan X.,Aso, Yoshio,Otsubo, Tetsuo,Ogura, Fumio
, p. 1049 - 1052 (2007/10/02)
Benzenetellurinyl trifluoroacetate readily reacts with alkenes in acetonitrile in the presence of boron trifluoride etherate at 75 deg C to give 2-oxazolines via amidotellurinylation.
Ring Opening of Aziridines by Different Fluorinating Reagents: Three Synthetic Routes to α,β-Fluoro Amines with Different Stereochemical Pathways
Alvernhe, Gerald M.,Ennakoua, Christine M.,Lacombe, Sylvie M.,Laurent, Andre J.
, p. 4938 - 4948 (2007/10/02)
The syntheses of α,β-fluoro amines from the reaction of secondary aziridines with either Olah's reagent (HF, pyridine) or anhydrous hydrogen fluoride and of N-activated aziridines with partially neutralized Olah's reagent (NR3-nHF) are reported.The stereo
