Rhodium(III)-Catalyzed Three-Component Cascade Annulation for Modular Assembly of N-Alkoxylated Isoindolin-1-Ones with Quaternary Carbon Center,Advanced Synthesis & Catalysis

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Rhodium(III)-Catalyzed Three-Component Cascade Annulation for Modular Assembly of N-Alkoxylated Isoindolin-1-Ones with Quaternary Carbon Center
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2022-06-23 , DOI: 10.1002/adsc.202200307
Wenbo Hu ₁ , Liqin Yan ₁ , Youpeng Zuo ₁ , Shuwen Kong ₁ , Yue Pu ₁ , Qiang Tang ₁ , Xinyu Wang ₁ , Xinwei He ₁ , Yongjia Shang ₁

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A cascade C−H activation, annulation, and etherification of N-hydroxybenzamides with propargylamines provides a flexible route to N-alkoxylated 3-arylisoindolin-1-ones. Three new bonds (C−C, C−N, and C−O) are generated to afford a series of isoindolin-1-ones bearing a tetrasubstituted carbon in 49–82% yield. The utility of this method was showcased by gram-scale synthesis and synthetic transformations of the product to access structurally diverse isoindolinones.

中文翻译：

铑 (III) 催化的三组分级联环化用于具有季碳中心的 N-烷氧基化 Isoindolin-1-Ones 的模块化组装

N-羟基苯甲酰胺与炔丙基胺的级联 C-H 活化、环化和醚化为N-烷氧基化 3-arylisoindolin-1-ones提供了灵活的途径。生成三个新键（C-C、C-N 和 C-O），以 49-82% 的产率提供一系列带有四取代碳的异吲哚啉-1-酮。该方法的实用性通过产品的克级合成和合成转化来获得结构多样的异吲哚啉酮得到展示。

更新日期：2022-06-23

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