Photoinduced Oxidation of Secondary Alcohols Using 4‑Benzoylpyridine as an Oxidant

Photoinduced oxidation of secondary alcohols to ketones was achieved by utilizing an equimolar amount of 4-benzoylpyridine as an oxidant. This transformation proceeds at ambient temperature and exhibits high compatibility with polar functionalities including benzoyl, silyl, and methoxymethyl alcohol...

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Veröffentlicht in:Organic letters 2015-07, Vol.17 (13), p.3326-3329
Hauptverfasser: Kamijo, Shin, Tao, Keisuke, Takao, Go, Tonoda, Hiroshi, Murafuji, Toshihiro
Format: Artikel
Sprache:eng
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Zusammenfassung:Photoinduced oxidation of secondary alcohols to ketones was achieved by utilizing an equimolar amount of 4-benzoylpyridine as an oxidant. This transformation proceeds at ambient temperature and exhibits high compatibility with polar functionalities including benzoyl, silyl, and methoxymethyl alcohol protecting groups as well as tosyloxy, bromo, sulfonyl, carbamate, ester, and carboxylic acid units. The present oxidation is solely promoted by the action of organic molecules without the aid of metallic reagents.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b01550