Efficient Synthesis of Difluoromethylated Benzothiophene Derivatives Under Electrochemical Conditions

ABSTRACT In this paper, we have developed an efficient and simple method for obtaining difluoromethylated benzothiophene derivatives under electrochemical conditions. The method utilizes 2‐alkynylthioanisoles, which contain active alkynes as substrates, affordable sodium difluoromethanesulfinate (HCF 2 SO 2 Na) as the fluorinating reagent. By the anodic oxidation to excite difluoromethyl radicals under electrochemical conditions and triggering difunctionalization reactions through the addition of alkynes via free radicals to form target products. It features excellent functional group compatibility and affords a variety of benzothiophene derivatives in good yields.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2025-12-05
DOI
https://doi.org/10.1002/ajoc.70280
Primary Topic
Fluorine in Organic Chemistry
Type
article
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Efficient Synthesis of Difluoromethylated Benzothiophene Derivatives Under Electrochemical Conditions

Xiaojun Xu, Chunjie Ni, Jin Wang, Dong Zhang et al.
Asian Journal of Organic Chemistry
Fluorine in Organic Chemistry
article

Efficient Synthesis of Difluoromethylated Benzothiophene Derivatives Under Electrochemical Conditions

Xiaojun Xu, Chunjie Ni, Jin Wang, Dong Zhang, Qing‐Dong Wang, Yuting Gao
article en

Abstract

ABSTRACT In this paper, we have developed an efficient and simple method for obtaining difluoromethylated benzothiophene derivatives under electrochemical conditions. The method utilizes 2‐alkynylthioanisoles, which contain active alkynes as substrates, affordable sodium difluoromethanesulfinate (HCF 2 SO 2 Na) as the fluorinating reagent. By the anodic oxidation to excite difluoromethyl radicals under electrochemical conditions and triggering difunctionalization reactions through the addition of alkynes via free radicals to form target products. It features excellent functional group compatibility and affords a variety of benzothiophene derivatives in good yields.

Asian Journal of Organic ChemistryVol. 15(1)
Yancheng Teachers University (CN)
Openalex Percentile: Top 68%
Fluorine in Organic Chemistry
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