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- KASHIMA Choji
- Department of Chemistry, University of Tsukuba
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- TAJIMA Tadakuni
- Department of Chemistry, University of Tsukuba
Bibliographic Information
- Other Title
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- β‐イミダゾリルエノン類の合成と反応
- ベータ イミダゾリルエノンルイ ノ ゴウセイ ト ハンノウ
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Abstract
As the analogues of acylimidazoles and β-aminoenones, the synthesis and the chemical properties of β-imidazolylenones were reviewed. The synthetic routes from β-haloenones, ynones and α, β-dibromoketones were described. By the reaction with pyrrolidine, the titled compounds are reactive as much as the β-haloenones. The quaternarization of the titled compounds by the treatment with methyl iodide increases the reactivity to the nucleophiles. As the nucleophiles, primary alcohols, phenols, thiols, amines, Grignard reagents and sodium borohydride are employed, and the replaced produts are obtained regioselectively. Also the titled compounds were shown to be useful for the starting materials of the various heterocycles by the treatment with the ambident nucleophiles such as hydroxylamine, hydrazines and ureas. The application of the synthetic procedure for β-chloroenones β-benzimidazolylenones gives β, β-diazolylenones, which were demonstrated as the good precursor of the acylketene derivatives. In conclusion, the titled compounds were shown to be much useful for the syntheses of β-substituted enones and various heterocycles.
Journal
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- Journal of Synthetic Organic Chemistry, Japan
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Journal of Synthetic Organic Chemistry, Japan 45 (9), 863-872, 1987
The Society of Synthetic Organic Chemistry, Japan
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Keywords
Details 詳細情報について
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- CRID
- 1390282680287770496
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- NII Article ID
- 130000931166
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- NII Book ID
- AN0024521X
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- ISSN
- 18836526
- 00379980
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- NDL BIB ID
- 3144221
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- Text Lang
- ja
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- Data Source
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- JaLC
- NDL
- Crossref
- CiNii Articles
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- Abstract License Flag
- Disallowed