Photocatalytic three-component 1, 2-boroarylation and carbopyridylation of alkene

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2025-04-07 DOI:10.1039/d5qo00380f

Jia Cao, Baobao Ji, Zhixiang Wang, Ruijuan Wang, Liuzhou Gao

引用次数: 0

Abstract

Herein we present photocatalytic three-component 1,2-boroarylation of alkene with readily available alkene, bis(pinacolato)diboron, and (hetero)aryl nitriles in the presence of base and photocatalyst, providing diverse boryl-enriched 1,1-diarylalkane compounds. Alkylboronic pinacol esters are also suitable substrates to give the corresponding carbopyridylation products. Control experiments and DFT calculations supported our proposed photoinduced generations of a boryl unit and aryl nitrile radical anion, which sequential coupled to alkene. This protocol exhibits mild reaction conditions, good functional tolerances and one-pot procedure, complementing the transition metal-catalyzed coupling reaction.

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光催化烯烃的三组分1,2 -硼芳基化和碳吡啶化

在此，我们提出了在碱和光催化剂的存在下，用易得的烯烃、双（pinacolato）二硼和（杂）芳基腈进行三组分1,2-硼芳基化的光催化，得到了多种富含硼的1,1-二芳烷化合物。烷基硼蒎醇酯也是生成相应的碳吡啶化产物的合适底物。对照实验和DFT计算支持我们提出的光诱导一代的硼基单元和芳基腈自由基阴离子，顺序偶联到烯烃。该方案具有反应条件温和、功能耐受性好、一锅法等特点，是过渡金属催化偶联反应的补充。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.