著者

Yasuyuki OKUMURA Eisuke SATO Koichi MITSUDO Seiji SUGA

出版者

The Electrochemical Society of Japan

雑誌

Electrochemistry (ISSN:13443542)

巻号頁・発行日

vol.91, no.11, pp.112007, 2023-11-28 (Released:2023-11-28)

参考文献数

34

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The electrochemical synthesis of dibenzothiophene S,S-dioxides was achieved by the anodic oxidation of biaryl sulfonyl hydrazides. The use of Bu4NOTf as the electrolyte in HFIP/CH3NO2 (15 : 1) is essential. Several biaryl sulfonyl hydrazides followed by dibenzothiophene S,S-dioxides under mild electrochemical conditions. Control experiments and density functional theory calculations suggested that the electrooxidation of biaryl sulfonyl hydrazides would generate sulfonyl radicals or sulfonyl cations which were converted to dibenzothiophene S,S-dioxides.

著者

Eisuke SATO Sayaka OGITA Koichi MITSUDO Seiji SUGA

出版者

The Electrochemical Society of Japan

雑誌

Electrochemistry (ISSN:13443542)

巻号頁・発行日

vol.91, no.11, pp.112005, 2023-11-28 (Released:2023-11-28)

参考文献数

26

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Cathodic reduction efficiently cleaved N–O bonds. The simple cathodic reduction of Weinreb amides in a divided cell afforded the corresponding amide in good yields. Cyclic voltammetry experiments and density functional theory calculations suggested that the direct reduction of the N-methoxy amide generates the methoxy radical and amide anion. The release of methanol derived from methoxy radical would be the driving force of the N–O bond cleavage.

著者

Koichi MITSUDO Takahiro OKADA Shuichi SHIMOHARA Hiroki MANDAI Seiji SUGA

出版者

The Electrochemical Society of Japan

雑誌

Electrochemistry (ISSN:13443542)

巻号頁・発行日

vol.81, no.5, pp.362-364, 2013-05-05 (Released:2013-05-05)

参考文献数

14

被引用文献数

1 22

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An electro-reductive halogen-deuterium exchange reaction in CD3CN has been developed. Using 9-fluorenone as a mediator, the electro-reduction of several aryl halides proceeded smoothly to give the deuterated products selectively. A methylation reaction of aryl halides also proceeded under similar conditions.