Issue 17, 2019
From the journal:

Organic Chemistry Frontiers

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

Chen Hu,a   Gang Hong, ORCID logo b   Pradip D. Nahide, ORCID logo b   Yuchen He,a   Chen Zhou,a   Marisa C. Kozlowski*b  and  Limin Wang ORCID logo *a  

* 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.

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

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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

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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