烷基插入/乙烯基向芳基1,5-钯迁移实现了C-H硅基化和硼化

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2025-01-08 DOI:10.1039/d4qo02224f

Zhendong Cheng , Weiwei Xu , Xuliang Tan , Zhengrui Zhou , Liwei Zhou , Yun Liang , Yuan Yang

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引用次数: 0

摘要

1、n-金属迁移是碳-氢功能化的一个强有力的策略，否则很难实现。然而，涉及1,5-钯迁移的催化反应迄今很少报道。本文提出了一种烷基插入/乙烯基到芳基1,5-钯的迁移策略，用于萘环的α-C-H硅化和硼化，从而实现了烷基系萘溴化物转化为硅化和硼化苯并[f]异喹啉和苯并[f]异色胺的中至优产率。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

C–H silylation and boronation enabled by alkyne insertion/vinyl to aryl 1,5-palladium migration†

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C–H silylation and boronation enabled by alkyne insertion/vinyl to aryl 1,5-palladium migration†

1,n-Metal migration represents a powerful strategy for C–H functionalization that is otherwise difficult to achieve. Nevertheless, catalytic reactions involving 1,5-palladium migration have rarely been reported so far. Herein, an alkyne insertion/vinyl to aryl 1,5-palladium migration strategy has been disclosed for the α-C–H silylation and boronation of a naphthalene ring, thus achieving the transformation of alkyne-tethered naphthalene bromides to silylated and boronated benzo[f]isoquinolines and benzo[f]isochromenes in moderate to excellent yields.

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来源期刊

Organic chemistry frontiers : an international journal of organic chemistry

CiteScore

7.80

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0.00%

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