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Reactions of 2-unsubstituted 1H-Imidazole 3-Oxides with 2,2- Bis(trifluoromethyl)ethene-1,1-dicarbonitrile: A stepwise 1,3-dipolar Cycloaddition

Date

Date

Date
2006
Journal Article
Published version

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Mlostoń, G., Jasiński, M., Linden, A., & Heimgartner, H. (2006). Reactions of 2-unsubstituted 1H-Imidazole 3-Oxides with 2,2- Bis(trifluoromethyl)ethene-1,1-dicarbonitrile: A stepwise 1,3-dipolar Cycloaddition. Helvetica Chimica Acta, 89(7), 1304–1316. https://doi.org/10.1002/hlca.200690129

Abstract

Abstract

Abstract

The reaction of 1,4,5-trisubstituted 1H-imidazole-3-oxides 1 with 2,2-bis(trifluoromethyl)ethene-1,1-dicarbonitrile (7, BTF) yielded the corresponding 1,3-dihydro-2H-imidazol-2-ones 10 and 2-(1,3-dihydro-2H-imidazol-2-ylidene)malononitriles 11, respectively, depending on the solvent used. In one example, a 1 : 1 complex, 12, of the 1H-imidazole 3-oxide and hexafluoroacetone hydrate was isolated as a second product. The formation of the products is explained by a stepwise 1,3-dipolar cycloaddition and subsequent fragmentation. The stru

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4 since deposited on 2011-12-06
Acq. date: 2025-11-14

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Creators (Authors)

Journal/Series Title

Journal/Series Title

Journal/Series Title

Volume

Volume

Volume
89

Number

Number

Number
7

Page range/Item number

Page range/Item number

Page range/Item number
1304

Page end

Page end

Page end
1316

Item Type

Item Type

Item Type
Journal Article

Dewey Decimal Classifikation

Dewey Decimal Classifikation

Dewey Decimal Classifikation

Keywords

Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Biochemistry, Drug Discovery, Catalysis

Language

Language

Language
English

Publication date

Publication date

Publication date
2006

Date available

Date available

Date available
2011-12-06

Publisher

Publisher

Publisher

ISSN or e-ISSN

ISSN or e-ISSN

ISSN or e-ISSN
0018-019X

OA Status

OA Status

OA Status
Green

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4 since deposited on 2011-12-06
Acq. date: 2025-11-14

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1 since deposited on 2011-12-06
Acq. date: 2025-11-14

Citations

Citation copied

Mlostoń, G., Jasiński, M., Linden, A., & Heimgartner, H. (2006). Reactions of 2-unsubstituted 1H-Imidazole 3-Oxides with 2,2- Bis(trifluoromethyl)ethene-1,1-dicarbonitrile: A stepwise 1,3-dipolar Cycloaddition. Helvetica Chimica Acta, 89(7), 1304–1316. https://doi.org/10.1002/hlca.200690129

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