钯催化多（假）卤化物的化学选择性磷酸化：有机磷合成路线

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

The Journal of Organic Chemistry Pub Date : 2024-02-12 DOI:10.1021/acs.joc.3c0234510.1021/acs.joc.3c02345

Zicong Chen, Wai Hang Pang, On Ying Yuen, Shan Shan Ng and Chau Ming So*,

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引用次数: 0

摘要

我们介绍了通过钯和 SelectPhos 配体系统（Pd/L1）实现的化学选择性磷酸化合成有机磷化合物的进展。该催化系统具有显著的化学选择性，即使在多（假）卤化物底物中也是如此，并克服了毒性和底物范围的限制。该催化系统具有很强的稳定性，在氯芳基和溴芳基三氟酸盐等多种底物中均得到了验证。此外，我们还提出了一种将磷酸化与铃木-宫浦偶联相结合的一锅顺序策略，为高效合成复杂的有机磷化合物提供了一个多功能平台，对传统的反应范式提出了挑战。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Palladium-Catalyzed Chemoselective Phosphorylation of Poly(pseudo)halides: A Route for Organophosphorus Synthesis

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Palladium-Catalyzed Chemoselective Phosphorylation of Poly(pseudo)halides: A Route for Organophosphorus Synthesis

We present an advancement in synthesizing organophosphorus compounds via chemoselective phosphorylation achieved by a palladium and SelectPhos ligand system (Pd/L1). This catalysis system exhibits remarkable chemoselectivity, even in poly(pseudo)halide substrates and overcoming toxicity and substrate scope limitations. The catalytic system is robust, which is demonstrated across diverse substrates such as chloroaryl and bromoaryl triflates. Furthermore, we present a one-pot sequential strategy combining phosphorylation with Suzuki–Miyaura coupling, providing a versatile platform for the efficient synthesis of complex organophosphorus compounds, challenging conventional reactivity paradigms.

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来源期刊

The 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： The 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.