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利用分子氧作为氧化剂,通过可见光照介导的光氧化还原 Minisci C-H 烷基化反应,实现与烷基硼酸的反应。

Visible-light-mediated photoredox minisci C-H alkylation with alkyl boronic acids using molecular oxygen as an oxidant.

机构信息

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, People's Republic of China.

出版信息

Chem Commun (Camb). 2020 Oct 20;56(83):12652-12655. doi: 10.1039/d0cc05946c.

Abstract

Herein, we report a protocol for direct visible-light-mediated Minisci C-H alkylation reactions of heteroarenes with alkyl boronic acids using molecular oxygen as the sole oxidant. This mild protocol uses an inexpensive, green oxidant; permits efficient functionalization of various N-heteroarenes with a broad range of primary and secondary alkyl boronic acids; and is scalable to the gram level. We demonstrated the practicality and sustainability of the protocol by preparing or functionalizing several pharmaceuticals and natural products.

摘要

在此,我们报告了一种使用分子氧作为唯一氧化剂,通过可见光介导的杂芳烃与烷基硼酸的 Minisci C-H 烷基化反应的方案。该温和的方案使用了廉价、环保的氧化剂;可以有效地对各种 N-杂芳烃进行官能化,范围广泛的伯和仲烷基硼酸;并可扩展到克级规模。我们通过制备或官能化几种药物和天然产物证明了该方案的实用性和可持续性。

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