α,β-Unsaturated Aminoketones. VIII.¹ Reaction of Primary Amines with 1,3-Diketones and Bromine Derivatives of Benzalacetophenone. Ethylene Imines

Abstract

Vol. 65 2. N-Methylbenzylamine, an open chain type of secondary amine, has been found to react with bromine derivatives of benzalacetone and ben-zalacetophenone in a manner similar to that of heterocyclic secondary amines. Lincoln, Nebraska

Investigations of intramolecular hydrogen bonding in three types of Schiff bases by 2H and 3H NMR isotope effects

“…20 Hydrogen-deuterium exchange in CH 3 OD afforded the partially deuterated compounds whilst tritiated water 5 Ci ml 1 was used to produce the corresponding tritiated compounds. Exchange in a mixture of CH 3 OD and CH 3 OT or DTO afforded a one-step procedure for providing the doubly labelled compounds.…”

Synthesis of spiropyrrolidines: 1,3-dipolar cycloaddition reactions of an azomethine ylide to unusual dipolarophiles; a molecular orbital study of the cycloaddition reaction

“…Elemental analyses were performed on a CEST 1106 instrument. Mass spectra were recorded on a JOEL DX 303 HF spectrometer with a MASPEC system (MSW/9629) All the (E)-3-arylidene-4-chromanones [9] and aziridine [22] reported here were prepared as per the literature procedures.…”

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

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by bromination of the related α,β-unsaturated carbonyl compounds, followed with the reaction of ammonia solution [5][6][7][8][9][10].Another synthetic pathway for the synthesis of aziridinyl ketones involves formation of β-hydroxyamino derivatives followed by treatment with either metal alcoholates, or hydroxylamine hydrochloride and then potassium hydroxide [11][12][13][14]. It has been reported the interaction of unsaturated ketones with N-tosyliminoaryliodinanes in the presence of mono-valent copper complexes produces the related aziridinyl ketone [15,16].

It was also reported that oximes could be converted into N-unsubstituted aziridines by treatment with Grignard reagents or by reduction with lithium aluminum hydride in certain cases [17].

3,3-Pentamethyleneoxaziridine can transfer its NH group to electron-deficient olefins to give N-unsubstituted aziridines in low yields [17,18].

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“…by bromination of the related α,β-unsaturated carbonyl compounds, followed with the reaction of ammonia solution [5][6][7][8][9][10].…”