Literature DB >> 31957072

Hantzsch Ester as a Visible-Light Photoredox Catalyst for Transition-Metal-Free Coupling of Arylhalides and Arylsulfinates.

Da-Liang Zhu1, Qi Wu1, Hai-Yan Li1, Hong-Xi Li1, Jian-Ping Lang1.   

Abstract

Diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (HEH) has been utilized as a visible-light photoredox catalyst for the cross coupling of arylhalides and arylsulfinates without transition metal, sacrificial agent, and mediator. This method is compatible with various functional groups and provides diaryl sulfones in good to high yields. Mechanistic studies indicate that this reaction undergoes the stepwise light irradiation of HE- , single electron transfer (SET) in donor-acceptor complex (DAC) from *HE- to arylhalide, trapping of aryl radical with sulfinate, and SET oxidation of sulfone radical anion by HE. to sulfone by the DAC method.
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−S bond formation; Hantzsch ester; arylhalides; arylsulfinates; transition-metal-free

Year:  2020        PMID: 31957072     DOI: 10.1002/chem.201905281

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  2 in total

1.  Thianthrenium-Enabled Sulfonylation via Electron Donor-Acceptor Complex Photoactivation.

Authors:  Albert Granados; María Jesús Cabrera-Afonso; Marcos Escolano; Shorouk O Badir; Gary A Molander
Journal:  Chem Catal       Date:  2022-04-05

2.  Theoretical investigation on the nature of 4-substituted Hantzsch esters as alkylation agents.

Authors:  Guang-Bin Shen; Li Xie; Hao-Yun Yu; Jie Liu; Yan-Hua Fu; Maocai Yan
Journal:  RSC Adv       Date:  2020-08-25       Impact factor: 4.036

  2 in total

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