Gold-catalyzed intermolecular [4+1] spiroannulation via site-selective aromatic C(sp2)–H functionalization and dearomatization of phenol derivatives

Yongfeng Li; Zhiqiong Tang; Junliang Zhang; Lu Liu

doi:10.1039/D0CC01118E

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Gold-catalyzed intermolecular [4+1] spiroannulation via site-selective aromatic C(sp²)–H functionalization and dearomatization of phenol derivatives†

Yongfeng Li,^a Zhiqiong Tang,^a Junliang Zhang

*^b and Lu Liu

*^ac

Author affiliations

* Corresponding authors

^a School of Chemistry and Molecular Engineering, East China Normal University, 500 Dongchuan Road, Shanghai, P. R. China
E-mail: lliu@chem.ecnu.edu.cn

^b Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, P. R. China
E-mail: junliangzhang@fudan.edu.cn

^c Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, East China Normal University, Shanghai, P. R. China

Abstract

Herein, we have developed a novel and simple protocol to realize the C–H bond functionalization/dearomatization of naphthols and phenols with ortho-alkynylaryl-α-diazoesters under gold(I) catalysis. In this protocol, various spirocyclic molecules could be obtained in good yields with excellent chemo- and regio-selectivity and moderate to good diastereoselectivity.

This article is part of the themed collection: 2020 Emerging Investigators

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Article information

DOI: https://doi.org/10.1039/D0CC01118E
Article type: Communication
Submitted: 12 Feb 2020
Accepted: 19 May 2020
First published: 19 May 2020

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Chem. Commun., 2020,56, 8202-8205

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Gold-catalyzed intermolecular [4+1] spiroannulation via site-selective aromatic C(sp²)–H functionalization and dearomatization of phenol derivatives

Y. Li, Z. Tang, J. Zhang and L. Liu, Chem. Commun., 2020, 56, 8202 DOI: 10.1039/D0CC01118E

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