钌(II)-催化环结C？α-羰基膦与cf3 -咪酰基亚砜酰脲的活化：3-三氟甲基异喹诺酮类化合物的合成

IF 4 2区化学 Q2 CHEMISTRY, APPLIED

Advanced Synthesis & Catalysis Pub Date : 2025-09-25 DOI:10.1002/adsc.70080

Honglin Chen, Yulong Ran, He Wang, Jing Sun, Yujia Wang, Ran Sun, Lei Li, Ming-Dong Zhou

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引用次数: 0

摘要

本文采用钌（II）催化α-羰基膦与cf3 -咪酰基亚砜酰脲的C - H活化/环化，以44-98%的收率合成了一系列3-三氟甲基异喹诺酮类化合物。提出了一种可能的机制，包括芳烃的级联C - H活化，类碳钌的形成，Ru -芳基键的迁移插入和分子内氮杂环化。此外，该反应过程具有合成简单、底物范围广、官能团相容性好等特点。此外，通过成功的放大实验和随后的转换，证明了所开发协议的应用潜力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Ruthenium(II)-Catalyzed Annulative C?H Activation of α-Carbonyl Phosphoniums with CF3-Imidoyl Sulfoxonium Ylides: Synthesis of 3-Trifluoromethyl-Isoquinolones

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Ruthenium(II)-Catalyzed Annulative C?H Activation of α-Carbonyl Phosphoniums with CF3-Imidoyl Sulfoxonium Ylides: Synthesis of 3-Trifluoromethyl-Isoquinolones

Herein, ruthenium(II)-catalyzed CH activation/annulation of α-carbonyl phosphoniums with CF₃-imidoyl sulfoxonium ylides is carried out to generate a series of 3-trifluoromethyl-isoquinolones in 44–98% yields. A plausible mechanism involving a cascade CH activation of arenes, formation of ruthenium(II) carbenoid, migratory insertion of the Ru−aryl bond, and intramolecular aza-cyclization is proposed. In addition, the reaction procedure features simple synthesis, wide substrate scope, and excellent functional group compatibility. Furthermore, the application potential of the developed protocol is demonstrated through successful scale-up experiments and subsequent transformations.

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来源期刊

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.