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钯(0)催化的β-萘酚分子内芳基化脱芳构化反应。

Pd(0)-Catalyzed intramolecular arylative dearomatization of β-naphthols.

作者信息

Xu Ren-Qi, Yang Ping, You Shu-Li

机构信息

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.

出版信息

Chem Commun (Camb). 2017 Jul 4;53(54):7553-7556. doi: 10.1039/c7cc04022a.

Abstract

An efficient Pd(0)-catalyzed intramolecular arylative dearomatization of β-naphthols is described. Using Q-Phos as a ligand, the arylative dearomatization reaction proceeded smoothly affording excellent yields and chemoselectivity even when the catalyst loading was reduced to 0.1 mol%. This method offers an efficient access to a series of structurally diverse spirocarbocycles. Preliminary investigation indicates that an enantioselective reaction is feasible in the presence of a chiral phosphoramidite ligand.

摘要

描述了一种高效的钯(0)催化的β-萘酚分子内芳基化脱芳构化反应。使用Q-Phos作为配体,芳基化脱芳构化反应顺利进行,即使催化剂负载量降至0.1 mol%,也能提供优异的产率和化学选择性。该方法为一系列结构多样的螺碳环化合物提供了一条有效途径。初步研究表明,在手性亚磷酰胺配体存在下,对映选择性反应是可行的。

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