Base-Mediated Cascade Reaction of CF3-Imidoyl Sulfoxonium Ylides and Diimides for the Synthesis of Functionalized Amidines

IF 4.4 2区 化学 Q2 CHEMISTRY, APPLIED Advanced Synthesis & Catalysis Pub Date : 2024-10-06 DOI:10.1002/adsc.202400996
Sihao Ling, Qihua Chen, Zhengkai Chen
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Abstract

A base-mediated cascade reaction of CF3-imidoyl sulfoxonium ylides (TFISYs) and diimides has been developed for the preparation of functionalized amidines. In the transformation, a cascade nucleophilic addition and subsequent [2,3]-sigmatropic rearrangement of sulfoxonium ylide occur to enable an intramolecular migration of dimethyl sulfoxide (DMSO). The unexpected result of the developed protocol demonstrates the chameleonic reactivity of TFISYs.
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以碱为介质的 CF3-酰亚胺基磺氧化鎓酰化物和二亚胺的级联反应合成功能化脒类化合物
我们开发了一种由碱介导的 CF3-酰亚胺基磺酰氧铵(TFISYs)和二亚胺的级联反应,用于制备功能化脒。在这一转化过程中,硫氧嘧啶发生了级联亲核加成和随后的[2,3]-对位重排反应,从而实现了二甲基亚砜(DMSO)的分子内迁移。这一意想不到的结果证明了 TFISYs 的变色反应性。
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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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