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钯催化的多氟芳基与杂芳基通过 C-F/C-H 活化的偶联反应。

Palladium-catalyzed coupling of polyfluorinated arenes with heteroarenes via C-F/C-H activation.

机构信息

Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People's Republic of China.

出版信息

Org Lett. 2013 Feb 15;15(4):940-3. doi: 10.1021/ol303567t. Epub 2013 Feb 7.

Abstract

The first palladium-catalyzed coupling of 2-pyridyl-polyfluoroarenes and benzoxazole, thiazole, benzothiazole, benzoimidazole, oxazole or oxadiazole via a concurrent C-F/C-H activation is described. Initial mechanistic studies showed that C-F activation of perfluoroarene is likely the rate-limiting step of the catalytic cycle. This protocol provides a useful and operationally simple process to functionalized polyfluoroarenes.

摘要

本文描述了首例钯催化的 2-吡啶基多氟芳烃与苯并恶唑、噻唑、苯并噻唑、苯并咪唑、恶唑或恶二唑的交叉 C-F/C-H 活化偶联反应。初步的机理研究表明,全氟芳烃的 C-F 活化可能是催化循环的决速步骤。该方法为多氟芳烃的功能化提供了一种有用且操作简单的方法。

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