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通过电化学方法将β-芳基丙烯酰胺进行单氟烷基化环化反应以构建单氟代2-吲哚酮。

Electrochemical monofluoroalkylation cyclization of -arylacrylamides to construct monofluorinated 2-oxindoles.

作者信息

Lv Yanxia, Hou Zhong-Wei, Wang Yi, Li Pinhua, Wang Lei

机构信息

Advanced Research Institute and School of Pharmaceutical Sciences, Taizhou University, Taizhou 318000, P. R. China.

Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China.

出版信息

Org Biomol Chem. 2023 Feb 1;21(5):1014-1020. doi: 10.1039/d2ob01883g.

Abstract

An electrochemical monofluoroalkylation cyclization of -arylacrylamides to synthesize monofluorinated 2-oxindoles has been developed, which employs common dimethyl 2-fluoromalonate as a monofluoroalkyl radical precursor and obviates the use of prefunctionalized monofluoroalkylation reagents and sacrificial oxidants. A variety of monofluorinated nitrogen-containing heterocyclic compounds were efficiently obtained with satisfactory yields from readily available materials.

摘要

已开发出一种通过电化学将β-芳基丙烯酰胺进行单氟烷基化环化反应来合成单氟代2-氧化吲哚的方法,该方法使用常见的2-氟丙二酸二甲酯作为单氟烷基自由基前体,避免了使用预官能化的单氟烷基化试剂和牺牲性氧化剂。从容易获得的原料出发,以令人满意的产率高效地获得了多种含单氟的含氮杂环化合物。

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