可见光激发EDA配合物对二氟烯氧基硅烷的脱羧烷基化反应

IF 2.5 3区化学 Q2 CHEMISTRY, ORGANIC

European Journal of Organic Chemistry Pub Date : 2025-06-30 DOI:10.1002/ejoc.202500540

Hao Yang, Xinyao Li

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引用次数: 0

摘要

本研究提出了一种可见光驱动，无光催化剂的方法，通过电子供体-受体（EDA）复合物活化合成α，α -二氟酮。使用具有成本效益的脂肪族羧酸衍生物氧化还原活性酯，该方案能够在温和条件下脱羧二氟烷基化，用三苯胺实现高收率（高达94%）。机理研究证实了自由基中间体和1:1的EDA复合物化学计量。该方法展示了广泛的底物范围和成功的后期药物修饰，为氟化生物活性化合物提供了一种可持续的方法。

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Decarboxylative Alkylation of Difluoroenoxysilanes via Visible Light‐Excited EDA Complex

This study presents a visible‐light‐driven, photocatalyst‐free method for synthesizing α,α‐difluoroketones via electron donor‐acceptor (EDA) complex activation. Using cost‐effective aliphatic carboxylic acid derivatives redox‐active esters, the protocol enables decarboxylative difluoroalkylation under mild conditions, achieving high yields (up to 94%) with triphenylamine. Mechanistic studies confirm radical intermediates and a 1:1 EDA complex stoichiometry. The method demonstrates broad substrate scope and successful late‐stage drug modifications, offering a sustainable approach to fluorinated bioactive compounds.

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来源期刊

European Journal of Organic Chemistry 化学-有机化学

CiteScore

5.40

自引率

3.60%

发文量

752

审稿时长

1 months

期刊介绍： The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.