通过光催化和铜催化的苄基 C(sp3)-H 磷酸化反应

IF 16.1 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Dr. Heng-Hui Li, Yuwen Liu, Prof. Dr. Søren Kramer
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引用次数: 0

摘要

烷基膦酸盐是药物化学中的重要基团,但通过直接 C(sp3)-H 功能化高效合成它们仍然是一项挑战。在此,我们报告了在非特化烷基烯与未官能化的膦酸盐之间的交叉-脱氢-偶联反应中,通过直接 C(sp3)-H 官能化直接获得苄基膦酸盐的方法。值得注意的是,C-H 底物被用作限制试剂。苄基 C-H 底物的范围很广,反应条件温和,对官能团有很好的耐受性。机理研究表明,该反应是通过自由基途径进行的,而不是以往方法中专门用于苄基 C-H 底物的阳离子途径。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Benzylic C(sp3)−H Phosphonylation via Dual Photo and Copper Catalysis

Benzylic C(sp3)−H Phosphonylation via Dual Photo and Copper Catalysis

Alkyl phosphonates are important motifs in medicinal chemistry, yet their efficient synthesis by direct C(sp3)−H functionalization remains a challenge. Here, we report straightforward access to benzylic phosphonates by direct C(sp3)−H functionalization in a cross-dehydrogenative-coupling reaction between non-specialized alkylarenes and unfunctionalized phosphites. Notably, the C−H substrates are used as the limiting reagents. The scope of benzylic C−H substrates is broad, and the mild reaction conditions allow for good functional group tolerance. Mechanistic studies indicate that the reaction proceeds via a radical pathway rather than the cationic pathway followed for specialized benzylic C−H substrates in previous methods.

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来源期刊
CiteScore
26.60
自引率
6.60%
发文量
3549
审稿时长
1.5 months
期刊介绍: Angewandte Chemie, a journal of the German Chemical Society (GDCh), maintains a leading position among scholarly journals in general chemistry with an impressive Impact Factor of 16.6 (2022 Journal Citation Reports, Clarivate, 2023). Published weekly in a reader-friendly format, it features new articles almost every day. Established in 1887, Angewandte Chemie is a prominent chemistry journal, offering a dynamic blend of Review-type articles, Highlights, Communications, and Research Articles on a weekly basis, making it unique in the field.
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