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Electrochemical Synthesis of Dibenzothiophene S,S-Dioxides from Biaryl Sulfonyl Hydrazides (Supporting Information)

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posted on 2023-10-02, 06:34 authored by Yasuyuki OKUMURA, Eisuke SATO, Koichi MITSUDO, Seiji SUGA

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.

Funding

Synthesis of Functional Molecules by Electrochemical Carbon-Heteroatom Bond Formations

Japan Society for the Promotion of Science

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Development of electron transfer-driven cyanation reaction using trimethylsilyl cyanide

Japan Society for the Promotion of Science

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Development of reaction module for automatic optimization of catalytic organic reaction

Japan Society for the Promotion of Science

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Japan Society for the Promotion of Science

History

Corresponding author email address

mitsudo@okayama-u.ac.jp

Copyright

© 2023 The Author(s).

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