在二甲基亚砜中通过电化学方法直接羧化二芳基甲醇化合物,一步法高效合成二芳基乙酸。

IF 2.2 4区 化学 Q2 CHEMISTRY, ORGANIC Beilstein Journal of Organic Chemistry Pub Date : 2024-09-20 eCollection Date: 2024-01-01 DOI:10.3762/bjoc.20.203
Hisanori Senboku, Mizuki Hayama
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引用次数: 0

摘要

通过在二甲基亚砜中对二芳基甲醇化合物进行电化学直接羧化,成功地一步合成了二芳基乙酸。在二氧化碳存在的条件下,使用配备了铂阴极和镁阳极的单室电池对二甲基亚砜中的二芳基甲醇进行恒流电解,诱导二芳基甲醇化合物中苄基位置的还原性 C(sp3)-O 键裂解,随后固定二氧化碳,从而以良好的收率生成二芳基乙酸。该方案提供了一种从二芳基甲醇和二氧化碳制取二芳基乙酸的新颖而简单的方法,无需将羟基转化为适当的离去基团,如卤化物和酯类(包括碳酸盐)。
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Efficient one-step synthesis of diarylacetic acids by electrochemical direct carboxylation of diarylmethanol compounds in DMSO.

An efficient one-step synthesis of diarylacetic acids was successfully performed by electrochemical direct carboxylation of diarylmethanol compounds in DMSO. Constant-current electrolysis of diarylmethanol species in DMSO using a one-compartment cell equipped with a Pt cathode and a Mg anode in the presence of carbon dioxide induced reductive C(sp3)-O bond cleavage at the benzylic position in diarylmethanol compounds and subsequent fixation of carbon dioxide to produce diarylacetic acids in good yield. This protocol provides a novel and simple approach to diarylacetic acids from diarylmethanol species and carbon dioxide without transformation of the hydroxy group into appropriate leaving groups, such as halides and esters including carbonates.

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来源期刊
CiteScore
4.90
自引率
3.70%
发文量
167
审稿时长
1.4 months
期刊介绍: The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.
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