Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
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Volume 35, Issue 3
Displaying 1-6 of 6 articles from this issue
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  • Nucleophilic Substitution Reaction via One Electron Transfer Processes
    Noboru ONO, Aritsune KAJI
    1977 Volume 35 Issue 3 Pages 165-175
    Published: March 01, 1977
    Released on J-STAGE: November 13, 2009
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.35.165
    JOURNAL FREE ACCESS
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    A new type of nucleophilic substitution reaction is described. These reactions proceed by a multistage pathway involving radical anions and free radicals as intermediates. They occur readily under mild conditions to give good yields of products, and in contrast to SN 2 displacement, they are insensitive to steric hindrance. Therefore, these reactions are valuable for the synthesis of highly branched structure. A number of examples of substitution at an aromatic carbon or at a vinylic carbon are also described. The synthesis of cephalotaxine has been achieved by intramolecular nucleophilic aromatic substitution of an enolate anion. A new olefin synthesis by one electron transfer processes is also described.
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  • Thermal Cycloaddition Reaction of Tropylium Compounds
    Shô ITÔ, Yutaka FUJISE
    1977 Volume 35 Issue 3 Pages 176-187
    Published: March 01, 1977
    Released on J-STAGE: January 22, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.35.176
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    Tropylium Compounds disclosed colorful variety of reaction pathways when subjected to cycloaddition conditions. Peri-, regio-and stereoselectivities in the thermal cycloaddition reactions of those compounds are reviewed and discussed. Their application to the synthesis of new nonbenzenoid aromatic compounds are also mentioned.
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  • Organic Syntheses by the Use of Singlet Oxygen
    Masakatsu MATSUMOTO, Kiyosi KONDO
    1977 Volume 35 Issue 3 Pages 188-200
    Published: March 01, 1977
    Released on J-STAGE: November 13, 2009
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.35.188
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    The reactions of singlet oxygen with olefins can be classified into three categories ; (1) “ene” reaction to give allylic hydroperoxides, (2) 1, 4-cycloaddition to form 3, 6-dihydro-1, 2-dioxins, and (3) 1, 2- cycloaddition to give dioxetanes which are easily decomposed into two carbonyl compounds. “Ene” reaction has been used for the syntheses of allylic alcohols and α, β-unsaturated carbonyl compounds and also for the oxidative cleavage of double bonds. By the use of 1, 4-cycloaddition, both terminal carbons of 1.3-diene moiety were functionalized simultaneously and thus the resulting 1, 4-endo peroxides could be converted into various compounds such as furans, pyrroles, cis-2-butene-1, 4-diols, 1, 4-butanediols, and diepoxides. The 1, 2-cycloaddition has been applied to the syntheses of alpinine, alpigenine, and a musk fragrance. The reactions of singlet oxygen with sulfides and alkoxide anions may provide new preparative routes to sulfoxides and ketones.
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  • Oxidation Activity and Acid-base Properties of Mixed Oxide Catalysts
    Mamoru AI
    1977 Volume 35 Issue 3 Pages 201-211
    Published: March 01, 1977
    Released on J-STAGE: January 22, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.35.201
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    In this article it is described that the oxidation activity and selectivity can be well interpreted in connection with the acid-base properties of metal oxide catalysts and that the interpretation holds well for various kinds of mixed oxide catalysts and oxidation reactions.
    The following subjects are dealt with ;
    1) Acid-base properties of various kinds of mixed metal oxides,
    2) The correlation between catalytic property and acid-base properties,
    3) The role of each component in the catalytic actions of mixed oxide catalysts.
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  • Advances in the Production of Acrylamide
    Fujio MATSUDA
    1977 Volume 35 Issue 3 Pages 212-216
    Published: March 01, 1977
    Released on J-STAGE: November 13, 2009
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.35.212
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    In acrylamide production, the switchover from the conventional sulfuric acid process to the new catalytic hydration method has enabled a closed process to be developed.
    In the conventional process, in which acrylonitrile is hydrolyzed with sulfuric acid, acrylamide is manufactured via acrylamide sulfate, so that complex steps are involved and a large quantity of ammonium sulfate is by-produced in order to obtain high-purity acrylamide.
    In contrast, the catalytic hydration method makes it possible to manufacture acrylamide directly from acrylonitrile, with high selectivity, through simple steps, and with no by-products, thus a closed proccss is possible.
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  • [title in Japanese]
    Shoroku KOJIMA
    1977 Volume 35 Issue 3 Pages 217-220
    Published: March 01, 1977
    Released on J-STAGE: November 13, 2009
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.35.217
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