Recent Advances in the Application of P(III)-Nucleophiles to Create New P−C Bonds through Michaelis–Arbuzov-Type Rearrangement

IF 8.6 2区 化学 Q1 Chemistry
Biquan Xiong, Minjing Yuan, Chonghao Shi, Longzhi Zhu, Fan Cao, Weifeng Xu, Yining Ren, Yu Liu, Ke-Wen Tang
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引用次数: 0

Abstract

Organophosphorus compounds have long been considered valuable in both organic synthesis and life science. P(III)-nucleophiles, such as phosphites, phosphonites, and diaryl/alkyl phosphines, are particularly noteworthy as phosphorylation reagents for their ability to form new P−C bonds, producing more stable, ecofriendly, and cost-effective organophosphorus compounds. These nucleophiles follow similar phosphorylation routes as in the functionalization of P−H bonds and P−OH bonds. Activation can occur through photocatalytic, electrocatalytic, or thermo-driven reactions, often in coordination with a Michaelis–Arbuzov-trpe rearrangement process, to produce the desired products. As such, this review offers a thorough overview of the phosphorylated transformation and potential mechanisms of P(III)-nucleophiles, specifically focusing on developments since 2010. Notably, this review may provide researchers with valuable insights into designing and synthesizing functionalized organophosphorus compounds from P(III)-nucleophiles, guiding future advancements in both research and practical applications.

Graphical Abstract

Abstract Image

Abstract Image

应用 P(III)-Nucleophiles 通过 Michaelis-Arbuzov 型重排生成新 P-C 键的最新进展。
长期以来,有机磷化合物一直被认为在有机合成和生命科学领域具有重要价值。作为磷酸化试剂,P(III)-亲核物(如亚磷酸盐、亚磷酸盐和二芳基/烷基膦)尤其值得注意,因为它们能够形成新的 P-C 键,生成更稳定、更环保、更经济的有机磷化合物。这些亲核剂的磷酸化路线与 P-H 键和 P-OH 键的功能化路线相似。活化可通过光催化、电催化或热驱动反应进行,通常与 Michaelis-Arbuzov-trpe 重排过程协调进行,以产生所需的产物。因此,本综述全面综述了亲核物 P(III)的磷酸化转化和潜在机制,特别侧重于 2010 年以来的发展。值得注意的是,这篇综述可为研究人员设计和合成来自 P(III)-nucleophiles 的功能化有机磷化合物提供有价值的见解,为未来的研究和实际应用提供指导。
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
Topics in Current Chemistry
Topics in Current Chemistry 化学-化学综合
CiteScore
11.70
自引率
1.20%
发文量
0
审稿时长
6-12 weeks
期刊介绍: Topics in Current Chemistry provides in-depth analyses and forward-thinking perspectives on the latest advancements in chemical research. This renowned journal encompasses various domains within chemical science and their intersections with biology, medicine, physics, and materials science. Each collection within the journal aims to offer a comprehensive understanding, accessible to both academic and industrial readers, of emerging research in an area that captivates a broader scientific community. In essence, Topics in Current Chemistry illuminates cutting-edge chemical research, fosters interdisciplinary collaboration, and facilitates knowledge-sharing among diverse scientific audiences.
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