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Synthesis 2024; 56(16): 2572-2580
DOI: 10.1055/a-2309-1501
DOI: 10.1055/a-2309-1501
paper
Electrochemical Oxidative Cross-Coupling for the Construction of C(sp3)–C(sp3) Bonds
This work was supported by the National Natural Science Foundation of China (grant nos. 21971227, 22222113, 22201008), the Chinese Academy of Sciences Project for Young Scientists in Basic Research (YSBR-054), the Fundamental Research Funds for the Central Universities (WK9990000090, WK9990000111), the Natural Science Foundation of Anhui Province (grant no. 2108085QB76), and the Excellent Youth Research Projects of Universities in Anhui Province (grant no. 2022AH030091).
Abstract
A highly effective oxidation cross-coupling method involving para-cresol derivatives and malononitrile derivatives has been developed utilizing undivided electrolytic conditions. This electrochemical approach offers a robust route for synthesizing diverse malononitrile derivatives featuring quaternary carbon centers and incorporating para-phenol groups. Notably, the direct electrooxidation of the C(sp3)–H bond in the para-cresol derivative plays a crucial role in this process under electrolytic conditions. Various para-cresol derivatives and malononitrile derivatives with different substituents are readily compatible with this electrochemical transformation, affording coupling compounds in up to 99% yield.
Key words
electrochemical oxidation - cross-coupling - para-cresol derivatives - malononitrile derivatives - C(sp3)–C(sp3) bondsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2309-1501.
- Supporting Information
Publication History
Received: 27 February 2024
Accepted after revision: 18 April 2024
Accepted Manuscript online:
18 April 2024
Article published online:
06 May 2024
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