Visible Light‐Driven Photoredox Carboarylation of N‐Acryloyl Phosphinimides with Sulfoxonium Ylides

IF 4 2区 化学 Q2 CHEMISTRY, APPLIED
Ning Xian , Huawen Huang
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引用次数: 0

Abstract

A mild visible light‐driven photoredox cascade radical cyclization of N‐acryloyl phosphinamides with sulfoxonium ylides for the modular synthesis of value‐added cyclic phosphinamides under additive‐free conditions has been reported. This scalable protocol uses sulfoxonium ylides as novel carbon radical precursors in an eco‐friendly MeCN/H2O solvent system, eliminating the need for stoichiometric oxidants or bases while maintaining broad functional group tolerance. The carboarylation reaction has been successfully implemented at ambient temperature, providing an efficient and viable access to P–N scaffolds bearing a quaternary carbon center. Mechanistic studies support a proton‐coupled electron transfer pathway for radical generation from sulfoxonium ylides under visible‐light irradiation.

Abstract Image

N -丙烯酰膦酰亚胺与亚砜酰亚胺的可见光驱动光氧化还原羰化
本文报道了在无添加剂的条件下,N -丙烯酰膦酰胺与亚砜酰肼进行了轻度可见光驱动的光氧化还原级联自由基环化反应,用于模块化合成增值环膦酰胺。这种可扩展的方案使用亚砜酰亚砜作为新型碳自由基前体,在生态友好的MeCN/H2O溶剂系统中,消除了对化学计量氧化剂或碱的需求,同时保持了广泛的官能团耐受性。碳基化反应在室温下成功进行,为获得含季碳中心的磷- n支架提供了有效可行的途径。机制研究支持在可见光照射下,亚砜酰化物产生自由基的质子耦合电子转移途径。
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
Advanced Synthesis & Catalysis
Advanced Synthesis & Catalysis 化学-应用化学
CiteScore
9.40
自引率
7.40%
发文量
447
审稿时长
1.8 months
期刊介绍: Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.
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