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An efficient and practical aerobic oxidation of benzylic methylenes by recyclable N-hydroxyimide.

ABSTRACT: An efficient and practical benzylic aerobic oxidation catalyzed by cheap and simple N-hydroxyimide organocatalyst has been achieved with high yields and broad substrate scope. The organocatalyst used can be recycled and reused by simple workup and only minute amount (1 mol% in most cases) of simple iron salt is used as promoter. Phenyl substrates with mild and strong electron-withdrawing group could also be oxygenated in high yields as well as other benzylic methylenes. Influence of substituents, gram-scale application, catalysts decay and general mechanism of this methodology has also been discussed.

SUBMITTER: Wang J

PROVIDER: S-EPMC8693865 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature

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An efficient and practical aerobic oxidation of benzylic methylenes by recyclable N-hydroxyimide.

Wang Jian J Zhang Cheng C Ye Xiao-Qing XQ Du Wenting W Zeng Shenxin S Xu Jian-Hong JH Yin Hong H

RSC advances 20210114 5

An efficient and practical benzylic aerobic oxidation catalyzed by cheap and simple N-hydroxyimide organocatalyst has been achieved with high yields and broad substrate scope. The organocatalyst used can be recycled and reused by simple workup and only minute amount (1 mol% in most cases) of simple iron salt is used as promoter. Phenyl substrates with mild and strong electron-withdrawing group could also be oxygenated in high yields as well as other benzylic methylenes. Influence of subst ...[more]

PMID: 35424255

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