通过光催化生成的 α-Carbonyl Carbocations 对 α,β-不饱和羰基化合物进行 α-亲核加成。

IF 16.1 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Angewandte Chemie International Edition Pub Date : 2024-11-04 DOI:10.1002/anie.202415496

Chong-Jin Zhang, Yu Sun, Jie Gong, Hao Zhang, Zhen-Zhen Liu, Fang Wang, Jin-Xiang Chen, Jian-Ping Qu, Yan-Biao Kang

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引用次数: 0

摘要

我们报告了通过超级光诱导剂 CBZ6 诱导的氧化还原中性光催化作用，将酰胺或酯的 α-羰基自由基光催化氧化为相应的 α-羰基碳化物的过程。N- 羟基邻苯二甲酰亚胺酯与 α、β- 不饱和酰胺和酯的光催化碎片原位生成的烷基自由基通过 β-加成形成 α-羰基自由基。这种方法可将羟基或烷氧基自由基与酰胺和酯进行α-亲核加成，而无需任何预官能化。

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α-Nucleophilic Addition to α,β-Unsaturated Carbonyl Compounds via Photocatalytically Generated α-Carbonyl Carbocations.

We report the photocatalytic oxidation of α-carbonyl radicals of amides or esters to the corresponding α-carbonyl carbocations through super photoreductant CBZ6 induced redox-neutral photocatalysis. The α-carbonyl radicals are formed by the β-addition of alkyl radicals generated in situ by the photocatalytic fragmentation of N-hydroxyphthalimide esters to the α,β-unsaturated amides and esters. This method enables the α-nucleophilic addition of hydroxyl or alkoxyl radicals to amides and esters without any prefunctionalization.

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来源期刊

Angewandte Chemie International Edition 化学-化学综合

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.