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Recent contributions of kolbe electrolysis to organic synthesis

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Electrochemistry IV

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 152))

Abstract

Carboxylic acids can be decarboxylated by anodic oxidation to radicals (Kolbe-electrolysis) and/or carbocations (non-Kolbe electrolysis). The procedure and necessary equipment is simple, a scale-up easy, the choice of carboxylic acids wide, the selectivity towards radicals or carbocations can be controlled by reaction conditions and the structure of the carboxylic acid, the yields are in general good. The radical pathway can be used for the preparation of e.g. 1,n-diesters, pheromones, or rare fatty acids. Electrolysis in the presence of olefins affords additive dimers and monomers or by intramolecular addition five membered carbocycles and heterocycles. By non-Kolbe electrolysis carboxylic acids can be converted into ethers, acetals, olefins or acetamides. Rearrangements and fragmentations lead to stereospecifically substituted cyclopentanoids and one- or four-carbon ring extensions.

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  1. Organisch-Chemisches Institut der Universität, Corrensstraße 40, D-4400, Münster, FRG

    Hans-Jürgen Schäfer

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  1. Hans-Jürgen Schäfer
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Eberhard Steckhan

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© 1990 Springer-Verlag

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Schäfer, HJ. (1990). Recent contributions of kolbe electrolysis to organic synthesis. In: Steckhan, E. (eds) Electrochemistry IV. Topics in Current Chemistry, vol 152. Springer, Berlin, Heidelberg. https://doi.org/10.1007/BFb0034365

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  • DOI: https://doi.org/10.1007/BFb0034365

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  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-540-51461-9

  • Online ISBN: 978-3-540-48139-3

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