磷盐与芳基碘化物的直接交叉偶联

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-06-06 DOI:10.1016/j.tet.2025.134772

Meiqi Zhu, Jingdi Wang, Guangcai Qu, Benqiang Cui, Changsheng Cao, Yanhui Shi

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引用次数: 0

摘要

研究了两种亲电试剂三氟化三苯甲基磷和碘化芳基在温和条件下的直接交叉偶联反应。在Ag2O存在下，以Pd(PPh3)4为催化剂，以Cs2CO3为碱，45℃催化反应8 h，在中等温度下合成了多种联苯，收率较高。该方法具有可扩展性和对多个官能团的容错性。市售的三芳基膦的直接芳基化可以通过两步一锅工艺来实现。在位阻和缺电子芳基侧观察到不同取代芳基三氟化磷的区域选择性芳基化。

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Direct cross-coupling of phosphonium salts with aryl iodides

The direct cross-coupling reaction of two electrophiles, triphenylmethyl phosphonium triflates and aryl iodides under mild conditions was developed. The reaction was catalyzed by Pd(PPh₃)₄ in the presence of Ag₂O, using Cs₂CO₃ as the base at 45 °C for 8 h, and various biphenyls were synthesized in medium to excellent yields. The method is scalable and tolerance of many functional groups was observed. The direct arylation of commercially available triarylphosphine can be achieved by a two-step one-pot process. The regioselective arylation of differently substituted aryl phosphonium triflates was observed at the side of sterically hindered and electron-deficient aryl group.

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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.