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A new rearrangement of N-arylhydroxamic acids catalyzed by seleninic acids and phenylselenenyl chloride

✍ Scribed by Torbjörn Frejd; K.Barry Sharpless

Book ID
104242658
Publisher
Elsevier Science
Year
1978
Tongue
French
Weight
218 KB
Volume
19
Category
Article
ISSN
0040-4039

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✦ Synopsis

Catalytic amounts of seleninic acids and also selenium(I1) species such as phenylselenenyl chloride promote rearrangement of N-arylbenzohydroxamic acids under very mild conditions to give p-hydroxy benzanilides, N-benzoyl p-quinoneimines or N-benzoyl p-quinolimines depending on the structure of the hydroxamic acids and the reaction conditions.

In this paper we wish to present some of our preliminary results and a plausible mechanism for this rearrangement.

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## COMNIUNtCATIONS sities were registered to 25 = 5 0 ' . Of 8639 reflections, 5330 were independent (R,,, = 0.0406). An absorption correction based on $ scans was applied. The structure was solved with the heavy atom method and refined against F2 (SHELXL-93). Methyl H atoms were included by using