65309-87-7

Upstream product

• 52322-76-6 1,3-diphenyl-3-methoxyaminopropan-1-one 
• 124-41-4 sodium methylate 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 611-91-6 2,3-dibromo-1,3-diphenylpropane-1-one 
• 94-41-7 benzalacetophenone 
• 36744-90-8 S,S-Diphenylsulfilimine 
• 65218-88-4 (+)-(R)-o-methoxyphenylphenyl free sulfimide 
• 59345-36-7 (S)-(-)-S-(o-methoxyphenyl)-S-phenylsulfilimine 
• 5411-12-1 (2S,3R)-phenyl(3-phenyloxiran-2-yl)methanone 

Downstream Products

• 128730-62-1 N-((2R,3S)-2-Benzoyl-3-phenyl-aziridine-1-carbothioyl)-4-fluoro-benzamide 
• 109830-96-8 trans-1-phenylcarbamoyl-2-benzoyl-3-phenylaziridine 
• 109831-17-6 Phenyl-((4R,5S)-5-phenyl-2-phenylamino-4,5-dihydro-thiazol-4-yl)-methanone 
• 72735-44-5 (2R*,3R*) phenyl-3 (phenyl-1 vinyl)-2 aziridine 
• 87790-74-7 (2R*,3R*) phenyl-3 (ethoxycarbonyl-2 phenyl-1 vinyl)-2 aziridine 
• 84033-42-1 ethyl 2-benzoyl-5-phenyl-1H-pyrrole-3-carboxylate 
• 84033-41-0 Ethyl-5-benzoyl-2-phenyl-1H-pyrrole-3-carboxylate 
• 71533-06-7 C₁₅H₁₅NO 
• 71533-06-7 (RS)-phenyl-((2SR)-trans-3-phenyl-aziridin-2-yl)-methanol 
• 5398-63-0 2,5-diphenylpyrazine 
• 98-86-2 acetophenone 
• 24807-21-4 C,C'-diphenyl-C,C'-(3,6-diphenyl-1,4-dihydro-pyrazine-2,5-diyl)-bis-methanone 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 1145-01-3 3,5-Diphenylpyrazole 

Relevant academic research and scientific papers

Amine-promoted, organocatalytic aziridination of enones

(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.

Aminopyridinium iodide as a NH transferring agent for the synthesis of 2-aroyl-3-aryl aziridines

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

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

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

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

N-amino-N-methylmorpholinium salts: Highly active aziridination reagents for chalcones

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.

Facile preparation of allyl amines and pyrazoles by hydrazinolysis of 2-ketoaziridines

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

(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

Chiral rare earth metal complex-catalyzed conjugate addition of O-alkylhydroxylamines. An efficient synthetic entry into optically active 2-acyl aziridines

The conjugate addition of O-alkylhydroxylamines to α,β-unsaturated ketones is effectively catalyzed by chiral rare earth metal complexes to afford the corresponding β-amino ketones with high enantioselectivities (up to 99% ee) in almost quantitative yields, which are, upon treatment with a base catalyst, quantitatively converted into the 2-acyl aziridines without losing their enantiopurities. The protocol is highly practical thus providing an easy access to enantiopure 2-acyl aziridines and their derivatives in good quantities.

Direct NH-aziridination of α,β-unsaturated ketones

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.