Transition-metal-free nucleophilic substitution of alkenyl boronic acids with propargylic mesylates sp3-carbon electrophiles

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2024-11-02 DOI:10.1016/j.tet.2024.134353

Wenna Xie , Shiwen Liu , Bo Xu

引用次数: 0

Abstract

We developed a highly versatile transition metal-free Suzuki type cross-coupling protocol. Alkenyl/aryl boronic acids could couple smoothly with propargylic mesylates Csp3 electrophiles in the presence of mild bases. The counterion in the base plays a crucial role for the reactivity. Our metal-free condition is orthogonal towards the classic transition metal catalysed Suzuki reactions.

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烯基硼酸与丙炔基甲磺酸酯 sp3 碳亲电体的无过渡金属亲核取代反应

我们开发了一种用途广泛的无过渡金属铃木型交叉偶联方案。在温和的碱存在下，烯基/芳基硼酸能与丙炔基甲磺酸酯 Csp3 亲电体顺利偶联。碱中的反离子对反应活性起着至关重要的作用。我们的无金属条件与经典的过渡金属催化的铃木反应是正交的。

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

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.