NCS-Mediated Direct C(sp<sup>3</sup>)–H Oxygenation of 2-Methylindoles Using Water as the Oxygen Source

In continuation of our research interest in the green oxidation of indoles, we further explore the direct oxidation of 2-methylindoles to 2-formyl indoles promoted by NCS and associated with H<sub>2</sub>O as the oxygen source. This methodology was demonstrated to be a robust protocol consisting of chlorination, S<sub>N</sub>2', and oxidation processes, and presents a reasonably broad substrate scope and excellent functional group tolerance, thus enabling the preparation of high added-value versatile building blocks susceptible to further functionalization.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-09-19
DOI
https://doi.org/10.1021/acs.joc.4c01753
Citations
5
Primary Topic
Synthesis and Catalytic Reactions
Type
article
Field-Weighted Citation Impact
1.25

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article

NCS-Mediated Direct C(sp3)–H Oxygenation of 2-Methylindoles Using Water as the Oxygen Source

Yaoyao Liu, Jun Xu, Yuling Luo, Xiaoyi Liu et al.
5 citations
The Journal of Organic Chemistry
Synthesis and Catalytic Reactions
1.25
article

NCS-Mediated Direct C(sp3)–H Oxygenation of 2-Methylindoles Using Water as the Oxygen Source

Yaoyao Liu, Jun Xu, Yuling Luo, Xiaoyi Liu, Fan Zhang
article en
5 citations

Abstract

In continuation of our research interest in the green oxidation of indoles, we further explore the direct oxidation of 2-methylindoles to 2-formyl indoles promoted by NCS and associated with H<sub>2</sub>O as the oxygen source. This methodology was demonstrated to be a robust protocol consisting of chlorination, S<sub>N</sub>2', and oxidation processes, and presents a reasonably broad substrate scope and excellent functional group tolerance, thus enabling the preparation of high added-value versatile building blocks susceptible to further functionalization.

The Journal of Organic ChemistryVol. 89(19)
Guiyang College of Traditional Chinese Medicine (CN), Guizhou University (CN)
National Natural Science Foundation of China
Clean water and sanitation
Openalex Percentile: Top 23%
Synthesis and Catalytic Reactions
1.25
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