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通过三甲胺羧基硼烷脱羧实现亚胺和烯烃的光催化硼化反应:一种生成硼自由基的新方法。

Photocatalytic Borylation of Imines and Alkenes via Decarboxylation of Trimethylamine Carboxyborane: A New Approach for Generating Boryl Radicals.

作者信息

Jiang Hao-Wen, Qin Hao-Ni, Wang Ai-Lian, Zhang Rui, Xu Peng-Fei

机构信息

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, People's Republic of China.

State Key Laboratory of Veterinary Etiological Biology, College of Veterinary Medicine, Lanzhou University, Lanzhou, Gansu 730000, People's Republic of China.

出版信息

Org Lett. 2024 Nov 1;26(43):9282-9287. doi: 10.1021/acs.orglett.4c03443. Epub 2024 Oct 23.

Abstract

In this study, we investigated the photocatalytic decarboxylation of trimethylamine carboxyborane under mild conditions, successfully generating boryl radicals for subsequent borylation reactions with imines and various alkenes. This method exhibited broad substrate compatibility, including the functionalization of biologically relevant molecules. Our findings expand the utility of trimethylamine carboxyborane beyond its role as a carbon-monoxide- and drug-releasing agent, highlighting its potential in radical chemistry through decarboxylation. This work establishes a robust foundation for further exploration of the synthetic application of trimethylamine carboxyborane.

摘要

在本研究中,我们研究了三甲胺羧基硼烷在温和条件下的光催化脱羧反应,成功生成硼基自由基,用于随后与亚胺和各种烯烃的硼化反应。该方法表现出广泛的底物兼容性,包括对生物相关分子的官能化。我们的研究结果扩展了三甲胺羧基硼烷的用途,使其超越了作为一氧化碳释放剂和药物释放剂的作用,突出了其通过脱羧在自由基化学中的潜力。这项工作为进一步探索三甲胺羧基硼烷的合成应用奠定了坚实的基础。

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