Synthesis of 1,2-Benzothiazine via Nickel-Catalyzed Electrochemical Intramolecular Amination

Constructing a C-N bond by merging electrochemistry and nickel catalysis is considered a powerful strategy. Herein, we investigate highly efficient intramolecular amination at room temperature with excellent functional group tolerance. Mechanistic studies suggest that the rapid ligand exchange may lead to the Ni<sup>I</sup>/Ni<sup>III</sup> catalytic cycle. This method not only provides a new perspective for intramolecular amination but also offers a novel approach for constructing the benzothiazine scaffold.

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Publication Details

Journal
Organic Letters
Published
2024-10-07
DOI
https://doi.org/10.1021/acs.orglett.4c03222
Citations
9
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
2.25

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article

Synthesis of 1,2-Benzothiazine via Nickel-Catalyzed Electrochemical Intramolecular Amination

Hartmut Schirok, Cong Ma, Simon A. Herbert, Zhao‐Ran Liu et al.
9 citations
Organic Letters
Catalytic C–H Functionalization Methods
2.25
article

Synthesis of 1,2-Benzothiazine via Nickel-Catalyzed Electrochemical Intramolecular Amination

Hartmut Schirok, Cong Ma, Simon A. Herbert, Zhao‐Ran Liu, Tian‐Sheng Mei
article en
9 citations

Abstract

Constructing a C-N bond by merging electrochemistry and nickel catalysis is considered a powerful strategy. Herein, we investigate highly efficient intramolecular amination at room temperature with excellent functional group tolerance. Mechanistic studies suggest that the rapid ligand exchange may lead to the Ni<sup>I</sup>/Ni<sup>III</sup> catalytic cycle. This method not only provides a new perspective for intramolecular amination but also offers a novel approach for constructing the benzothiazine scaffold.

Organic LettersVol. 26(42)
Shanghai Institute of Organic Chemistry (CN), University of Chinese Academy of Sciences (CN), Bayer (Germany) (DE)
Bayer, National Natural Science Foundation of China, Chinese Academy of Sciences, Science and Technology Commission of Shanghai Municipality, Natural Science Foundation of Ningbo, National Key Research and Development Program of China
Openalex Percentile: Top 12%
Catalytic C–H Functionalization Methods
2.25
DOISourceOpenAlex
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Synthesis of 1,2-Benzothiazine via Nickel-Catalyzed Electrochemical Intramolecular Amination — Hartmut Schirok, Cong Ma, et al. · Organic Letters (2024) | TGRS Research Map | TGRS