C(sp3)–H hydroxylation of fluorenes, oxindoles and benzofuranones with a Mg(NO3)2–HP(O)Ph2 oxidation system

Chen Hu; Gang Hong; Pradip D. Nahide; Yuchen He; Chen Zhou; Marisa C. Kozlowski; Limin Wang

doi:10.1039/C9QO00778D

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C(sp³)–H hydroxylation of fluorenes, oxindoles and benzofuranones with a Mg(NO₃)₂–HP(O)Ph₂ oxidation system†

Chen Hu,^a Gang Hong,

^b Pradip D. Nahide,

^b Yuchen He,^a Chen Zhou,^a Marisa C. Kozlowski*^b and Limin Wang

*^a

Author affiliations

* Corresponding authors

^a Key Laboratory for Advanced Materials, Institute of Fine Chemicals and School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, PR China
E-mail: wanglimin@ecust.edu.cn

^b Department of Chemistry, Roy and Diana Vagelos Laboratories, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
E-mail: marisa@sas.upenn.edu

Abstract

A novel oxidation system in which magnesium nitrate [Mg(NO₃)₂] is used as an oxidant in the presence of diphenylphosphine oxide [HP(O)Ph₂] permits the C(sp³)–H hydroxylation of fluorenes, oxindoles, and benzofuranones. This method features high efficiency, good functional group tolerance, and operational simplicity. Its synthetic utility is highlighted by further transformations to valuable organic materials.

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Article information

DOI: https://doi.org/10.1039/C9QO00778D
Article type: Research Article
Submitted: 18 Jun 2019
Accepted: 16 Jul 2019
First published: 19 Jul 2019

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Org. Chem. Front., 2019,6, 3167-3171

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C(sp³)–H hydroxylation of fluorenes, oxindoles and benzofuranones with a Mg(NO₃)₂–HP(O)Ph₂ oxidation system

C. Hu, G. Hong, P. D. Nahide, Y. He, C. Zhou, M. C. Kozlowski and L. Wang, Org. Chem. Front., 2019, 6, 3167 DOI: 10.1039/C9QO00778D

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