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Elektrosynthese cyclischer Hydroxamsäuren mit anschließender analoger Bamberger-Umlagerung (1981)

Matschiner, H. ; Tanneberg, H. ; Maschmeier, C.-P.

New York, NY : Wiley-Blackwell

Journal für Praktische Chemie/Chemiker-Zeitung 323 (1981), S. 924-926

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ISSN: 0021-8383

Keywords: Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: The Electrochemical Synthesis of Cyclic Hydroxamic Acids Followed by Bamberger-RearrangementThe electrochemical reduction of 2-(o-nitro-phenylthio)acetic acid 1a results in the expected cyclic hydroxamic acid 3a and a rearranged product 4a by consuming 4 electrons. The analogous reduction of 2-(o-nitro-phenoxy)acetic acid 1b leads only to a rearranged product 4b. This fact has been explained by the Bamberger-rearrangement of the hydroxylamine intermediate 2a, b. Now the rearrangement of the expected products was shown as a new aspect to explain the formation of the products.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/prac.19813230610

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