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

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2024-12-24 DOI:10.1039/d4qo02224f

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

引用次数: 0

Abstract

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 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.