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Oxidation of Halides, Ethers, Acetals, Sulphides, and Some Nitrogen Containing Compounds

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Chromium Oxidations in Organic Chemistry

Part of the book series: Reactivity and Structure Concepts in Organic Chemistry ((REACTIVITY,volume 19))

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Abstract

The direct conversion of alkyl halides into the corresponding carbonyl compounds, despite its potential interest for organic synthesis, is seldomly referred to in the literature. Only few examples of the oxidation of benzylic halides with aqueous acidic chromic acid or with aqueous sodium dichromate and alkali hydroxides [1] under rather drastic conditions have been reported. A preparatively useful example is the oxidation of α-chlorohydrindene to a-hydrindanone in 50–60% yield by means of chromic acid in aqueous acetic acid at 40 °C [2]:

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Authors and Affiliations

  1. Istituto Chimico Giacomo Ciamician, Università degli Studi di Bologna, Via Selmi, 2, I-40126, Bologna, Italy

    Professor Gianfranco Cainelli & Professor Giuliana Cardillo

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  1. Professor Gianfranco Cainelli
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  2. Professor Giuliana Cardillo
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© 1984 Springer-Verlag Berlin Heidelberg

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Cainelli, G., Cardillo, G. (1984). Oxidation of Halides, Ethers, Acetals, Sulphides, and Some Nitrogen Containing Compounds. In: Chromium Oxidations in Organic Chemistry. Reactivity and Structure Concepts in Organic Chemistry, vol 19. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-69362-5_7

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  • DOI: https://doi.org/10.1007/978-3-642-69362-5_7

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-69364-9

  • Online ISBN: 978-3-642-69362-5

  • eBook Packages: Springer Book Archive

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