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通过钯/降冰片烯催化的C-H活化/芳烃去芳构化反应高化学选择性构建含螺[4,5]癸烷的多环骨架

Highly Chemoselective Construction of Spiro[4,5]decane-Embedded Polycyclic Scaffolds by a Palladium/Norbornene-Catalyzed C-H Activation/Arene Dearomatization Reaction.

作者信息

Nan Jiang, Yuan Yini, Bai Lu, Liu Jingjing, Luan Xinjun

机构信息

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education, College of Chemistry & Materials Science , Northwest University , Xi'an 710069 , China.

出版信息

Org Lett. 2018 Dec 7;20(23):7731-7734. doi: 10.1021/acs.orglett.8b03518. Epub 2018 Nov 29.

DOI:10.1021/acs.orglett.8b03518
PMID:30489091
Abstract

A highly chemoselective intermolecular annulation reaction of phenol-based biaryls with bromoalkyl alkynes has been successfully developed by palladium/norbornene catalysis. This domino process was accomplished by following a cascade of Catellani-type C-H functionalization, alkyne migratory insertion, and arene dearomatization, thus leading to a large number of spiro[4,5]decane-embedded polycyclic molecules bearing various functional groups in moderate to excellent yields.

摘要

通过钯/降冰片烯催化,成功开发了一种基于苯酚的联芳基与溴代烷基炔烃的高度化学选择性分子间环化反应。这个多米诺过程是通过一系列卡泰拉尼型C-H官能化、炔烃迁移插入和芳烃去芳构化来完成的,从而以中等至优异的产率得到大量带有各种官能团的螺[4,5]癸烷嵌入的多环分子。

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