Issue 6, 2023
From the journal:

Organic Chemistry Frontiers

Iron nitrate and 4-OH-TEMPO-cocatalyzed aerobic oxidation of isochromans†

Qian Zhang,a   Jiabin Zhang,b   Hui Qian ORCID logo *a  and  Shengming Ma ORCID logo *abc  

* Corresponding authors

a Research Center for Molecular Recognition and Synthesis, Department of Chemistry, Fudan University, 220 Handan Lu, Shanghai 200433, China
E-mail: masm@sioc.ac.cn, qian_hui@fudan.edu.cn

b Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, Zhejiang Province, China

c State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China

Abstract

An efficient aerobic oxidation of isochromans and their derivatives with Fe(NO3)3·9H2O and 4-OH-TEMPO as catalysts at room temperature has been developed. This method provides a convenient approach for synthesizing biologically active isochromanone-containing compounds. Optically active products could be prepared from optically active isochromans without racemization. This catalytic protocol can also be extended to the oxidation of xanthene and phthalan in satisfactory yields.

Graphical abstract: Iron nitrate and 4-OH-TEMPO-cocatalyzed aerobic oxidation of isochromans

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Article information

DOI
https://doi.org/10.1039/D2QO01800D
Article type
Research Article
Submitted
10 Nov 2022
Accepted
22 Jan 2023
First published
07 Feb 2023

Org. Chem. Front., 2023,10, 1505-1511

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Iron nitrate and 4-OH-TEMPO-cocatalyzed aerobic oxidation of isochromans

Q. Zhang, J. Zhang, H. Qian and S. Ma, Org. Chem. Front., 2023, 10, 1505 DOI: 10.1039/D2QO01800D

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