以0.08 mol %的低催化剂负载通过钯催化的ArCl偶联得到末端炔

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-05-29 DOI:10.1021/acs.joc.5c0016310.1021/acs.joc.5c00163

Lei Xu, Gen-Qiang Chen* and Xumu Zhang*,

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引用次数: 0

摘要

从廉价的芳酰氯中合成端炔仍然是有机合成中的一个具有挑战性的任务。本文在低负载（0.08摩尔%）钯的催化下，建立了芳酰氯与（三异丙基硅基）乙炔的Heck-Cassar反应。通过随后的脱硅化反应，可以很容易地制备芳基取代的端炔。该反应具有鲁棒性和良好的官能团相容性，适用于药物分子的后期修饰。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Access to Terminal Alkynes via Palladium-Catalyzed Coupling of ArCl with a Low Catalyst Loading of 0.08 mol %

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Access to Terminal Alkynes via Palladium-Catalyzed Coupling of ArCl with a Low Catalyst Loading of 0.08 mol %

The synthesis of terminal alkynes from inexpensive aryl chlorides remains a challenging task in organic synthesis. Here, a Heck–Cassar reaction of aryl chlorides with (triisopropylsilyl)acetylene catalyzed by low loadings of palladium (0.08 mol %) has been developed. Through subsequent desilylation, aryl-substituted terminal alkynes can be readily prepared. This reaction features robustness and good functional group compatibility, making it suitable for the late-stage modification of drug molecules.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.