Journal
ORGANIC LETTERS
Volume 24, Issue 51, Pages 9431-9435Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c03840
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Funding
- National Natural Science Foundation of China [22171174, 21871171]
- Fundamental Research Funds for the Central Universities [GK202001001, GK202007021, GK202103041]
- Natural Science Foundation of Shaanxi Province [2019JM-043]
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A highly efficient hydroxylation of (hetero)aryl halides using water as a hydroxyl source via Ni catalysis promoted by PhSiH3 under thermal catalysis is described. This methodology provides a general procedure for the synthesis of diverse multifunctional pharmaceutically phenols and polyphenols, some of which are challenging to be synthesized using literature methods. Mechanism studies reveal that the addition of PhSiH3 leads to the generation of active Ni(I) species, which catalyze the hydroxylation through a Ni(I)-Ni(III) pathway.
A highly efficient hydroxylation of (hetero)aryl halides using water as a hydroxyl source via Ni catalysis promoted by PhSiH3 under thermal catalysis is reported. This methodology provides a general procedure to obtain diverse multifunctional pharmaceutically phenols and polyphenols, some of which are proven challenging to be synthesized using literature methods. Mechanism studies demonstrated that the addition of PhSiH3 led to the generation of active Ni(I) species, which catalyze the hydroxylation via a Ni(I)-Ni(III) pathway.
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