Palladium(II)-catalyzed norbornene derivatives-mediated ortho-C−H silylation: access to divergent silicon-containing carbazoles

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2025-04-07 DOI:10.1039/d5qo00409h

Wenguang Li, Jing Tao, Heyun Sheng, Man Cao, Ming Chen, Wenchao Gao, Xu Zhang, Wentao Li, Yongqi Yu, Ting Li

引用次数: 0

Abstract

A palladium(II)-catalyzed norbornene derivatives-mediated selective ortho-C−H silylation of free NH-carbazoles has been developed for the synthesis of arylsilanes. Such a conversion provides access to a range of arylsilanes with exclusive selectivity using norbornene (NBE) derivatives as the transient directing mediators. The kinetic experiments show that C–H activation is the rate determining step for the conversion. Notably, a six-membered palladacycle intermediate was involved in this case.

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钯（II）催化降冰片烯衍生物介导的正位c−H硅基化：获得发散的含硅咔唑

采用钯（II）催化降冰片烯衍生物介导的游离nh -咔唑选择性邻c−H硅基化反应合成芳基硅烷。这种转化提供了一系列芳基硅烷的独家选择性使用降冰片烯（NBE）衍生物作为瞬态定向介质。动力学实验表明，碳氢活化是反应速率的决定步骤。值得注意的是，在这种情况下，一个六元的palladacycle中间体参与。

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

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.