☆ 4.6 Article

Iron(III)-catalyzed aerobic dioxygenation of styrenes using N-hydroxyphthalimide and N-hydroxybenzotriazole

ORGANIC & BIOMOLECULAR CHEMISTRY (2016)

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY

Volume 14, Issue 12, Pages 3246-3255

Publisher

ROYAL SOC CHEMISTRY

DOI: 10.1039/c6ob00210b

Keywords

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Categories

Chemistry, Organic

Funding

Science and Engineering Research Board [SR/S1/OC-55/2011]
Council of Scientific and Industrial Research [02(0088)/12/EMR-II]
Ministry of Human Resource Development (CoE/FAST)

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Abstract

Iron-catalyzed dioxygenation of alkenes in air using N-hydroxyphthalimide (NHPI) and N-hydroxybenzotriazole (HOBt) is described at room temperature. The products can be readily converted into 1,2-vicinal diols using PPh3 and Mo(CO)(6). The use of Fe(NO3)(3)center dot 9H(2)O as the catalyst, mild reaction conditions and the selectivity are the significant practical features. The radical scavenger experiment suggests that the reaction proceeds via a radical intermediate. The synthetic and mechanistic aspects have been presented.

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