Deoxygenation of nitrobenzene by tributylphosphine in the presence of alcohols. Synthesis of 2-alkoxy-3H-azepines.
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概要
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Deoxygenative reduction of nitrobenzene by tributylphosphine in the presence of primary or secondary alcohols gave 2-alkoxy-3<I>H</I>-azepines in good yields. The use of acidic hydroxylic compounds, such as phenol or acetylacetone, in place of the alcohols did not lead to ring enlargement. Triphenylphosphine could be used as a reducing agent, but the yields of the azepines were relatively low. 2-Alkoxy-3<I>H</I>-azepines were converted into 2-amino-3<I>H</I>-azepine in good yields by the reaction with ammonium carbonate. 2,3-Dihydro-1<I>H</I>-azepin-2-one was prepared by the hydrolysis of 2-butoxy-3<I>H</I>-azepine or 2-amino-3<I>H</I>-azepine.
- 公益社団法人 日本化学会の論文
著者
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Masaki Mitsuo
Polymer Research Laboratory, Ube Industries, Ltd.
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Fukui Kiyoshi
Polymer Research Laboratory, Ube Industries, Ltd.
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Kita Junichiro
Polymer Research Laboratory, Ube Industries, Ltd.
関連論文
- Syntheses and spectral observation on the structure of several 2(1H)-pyridinethionato zinc complexes.
- Reaction of 3,4,5,6,-Tetrahydro-2H-azepin-7-ol Hydrogen Sulfate with Cyclohexanone Oxime–Tin Tetrachloride Complex
- The crystal and molecular structure of dichlorobis(2-pyridinethiolato)tin(IV).
- Formation and Reaction of Cyclohexanone Oxime Hydrogen Sulfate
- Deoxygenation of nitrobenzene by tributylphosphine in the presence of alcohols. Synthesis of 2-alkoxy-3H-azepines.
- Reaction of 3,4,5,6-Tetrahydro-2H-azepin-7-ol Hydrogen Sulfate with Nucleophilic Reagents
- Synthesis of dihalogenobis(2-pyridinethiolato)tin(IV) by the oxidative addition of disulfide to tin(II) halides-Consideration on the coordination structure.
- Syntheses of chlorozinc complexes of 2(1H)-pyridinethione and their mutual transformations.