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4-Amino-1,5-dihydro-2H-pyrrol-2-one aus Bortrifluorid-katalysierten Umsetzungen von 3-Amino-2H-azirinen mit Carbonsäure-Derivaten

Date

Date

Date
1995
Journal Article
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Hugener, M., & Heimgartner, H. (1995). 4-Amino-1,5-dihydro-2H-pyrrol-2-one aus Bortrifluorid-katalysierten Umsetzungen von 3-Amino-2H-azirinen mit Carbonsäure-Derivaten. Helvetica Chimica Acta, 78, 1490–1498. https://doi.org/10.1002/hlca.19950780608

Abstract

Abstract

Abstract

4-Amino-1,5-dihydro-2H-pyrrol-2-ones from Boron Trifluoride Catalyzed Reactions of 3-Amino-2H-azirines with Carboxylic Acid Derivatives Reaction of 3-amino-2H-azirines 1 with ethyl 2-nitroacetate (6a) in refluxing MeCN affords 4-amino-1,5-dihydro-2H-pyrrol-2-ones 7 and 3,6-diamino-2,5-dihydropyrazines 8, the dimerization product of 1 (Scheme 2). Thus, 6a reacts with 1 as a CH-acidic compound by C-C bond formation via C-nucleophilic attack of deprotonated 6a onto the amidinium-C-atom of protonated 1 (Scheme 5). The scope of this react

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126 since deposited on 2013-12-04
Acq. date: 2025-11-12

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Creators (Authors)

  • Hugener, Martin
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  • Heimgartner, Heinz
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Journal/Series Title

Journal/Series Title

Journal/Series Title

Volume

Volume

Volume
78

Page range/Item number

Page range/Item number

Page range/Item number
1490

Page end

Page end

Page end
1498

Item Type

Item Type

Item Type
Journal Article

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Dewey Decimal Classifikation

Dewey Decimal Classifikation

Language

Language

Language
German

Publication date

Publication date

Publication date
1995

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Date available
2013-12-04

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Publisher

ISSN or e-ISSN

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ISSN or e-ISSN
0018-019X

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OA Status
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126 since deposited on 2013-12-04
Acq. date: 2025-11-12

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Citation copied

Hugener, M., & Heimgartner, H. (1995). 4-Amino-1,5-dihydro-2H-pyrrol-2-one aus Bortrifluorid-katalysierten Umsetzungen von 3-Amino-2H-azirinen mit Carbonsäure-Derivaten. Helvetica Chimica Acta, 78, 1490–1498. https://doi.org/10.1002/hlca.19950780608

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