Photosensitized Three-Component Carboimination of Alkenes Based on the Relay of Oxy Radicals to Carbon Radicals

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-10-21 DOI:10.1021/acs.orglett.4c03247

Ai-Lian Wang, Hao-Wen Jiang, Xu-Yan Han, Yong-Chun Luo, Peng-Fei Xu

引用次数: 0

Abstract

Here, we present a metal-free photosensitized three-component reaction for the carboimination of alkenes based on oxime carbonates. Homolysis of oxime carbonates via light-mediated energy transfer enables the simultaneous generation of iminyl radicals and alkoxycarbonyloxyl radicals. The alkoxycarbonyloxyl and alkoxy radicals can act as an effective hydrogen atom transfer reagent, abstracting hydrogen atoms from alkanes and aldehydes, silanes, and phosphine oxide. This strategy exhibits broad functional group tolerance under mild reaction conditions, further broadening the diversity of alkene carboimination.

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基于氧自由基到碳自由基中继的光敏化三组分烯烃羧化反应

在这里，我们介绍了一种基于肟碳酸盐的无金属光敏三组分烯烃羧化反应。通过光介导的能量转移，肟碳酸盐的均裂可以同时生成亚氨基自由基和烷氧羰酰氧自由基。烷氧基羰氧自由基和烷氧基自由基可作为一种有效的氢原子转移试剂，从烷和醛、硅烷以及氧化膦中抽取氢原子。这种策略在温和的反应条件下具有广泛的官能团耐受性，进一步拓宽了烯烃羧基化的多样性。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.