Chemoselective Oxypalladation of (o‐Alkynylaryl)amide‐Triggered Site‐Selective C−H Annulation for Stereoselective Synthesis of Succinimide‐Fused Polycycles

IF 4.4 2区 化学 Q2 CHEMISTRY, APPLIED Advanced Synthesis & Catalysis Pub Date : 2025-02-04 DOI:10.1002/adsc.202301367
Dattatri , Jagadeesh Babu Nanubolu , Maddi Sridhar Reddy
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Abstract

We report herein a palladium‐catalyzed, site‐selective cyclative annulation of o‐alkynyl arylamides with maleimide for the stereoselective construction of succinimide‐fused benzoxazine derivatives. This operationally simple and modular protocol provides access to polycyclic frameworks. The other associated features are high functional group compatibility, gram‐scale synthetic potential, and downstream transformations. Control and labeling experiments were conducted to get insights into the mechanism.
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邻炔基芳酰胺的化学选择性氧化钯化反应触发位点选择性 C-H 嵌合以立体选择性合成丁二酰亚胺融合多环化合物
我们在此报告了一种钯催化的邻炔基芳基酰胺与马来酰亚胺的位点选择性环化反应,用于立体选择性地构建琥珀酰亚胺并入的苯并恶嗪衍生物。这种操作简单的模块化方案提供了获得多环框架的途径。其他相关特点还包括官能团兼容性高、具有克级合成潜力和下游转化能力。为了深入了解其机理,还进行了对照和标记实验。
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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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