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31.6.2.1.1.1 Variation 1: Oxidation of Arenes

DOI: 10.1055/sos-SD-031-00437

Low, C. M. R.Science of Synthesis, (200731547.

There are a number of ways of oxidizing arenes to phenols, but fewer examples of the direct conversion into the alkyl aryl ether: palladium has been used to catalyze the coupling of aryl and alkyl halides, with insertion of oxygen; thermal rearrangement of iodonium ylides in the presence of a copper catalyst delivers a phenyl group to an adjacent carbonyl oxygen; and treatment of cyclohex-2-enones with an oxovanadium compound in the presence of the corresponding alcohol leads to aromatization.

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Me8 M Meeeee M8 M Meee (e) Meeee (%) Mee
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M8 M8 M8 Meee (e) Meeee (%) Mee
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M M eMe 8.8 88 [‌8‌]
M M Me 8 88 [‌8‌]
M M MM8MM=MM8 8 88 [‌8‌]
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Meeeeeeeeeee Meeeeeeee

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References


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