Copper-Catalyzed Divergent Rearrangement Reactions of Propargyl Ethers

The transformation of readily available materials into high-value-added chemicals through rearrangement processes has always been a hot topic and a significant challenge in organic synthesis. Herein, we report a Cu-catalyzed divergent rearrangement reaction of propargyl ethers to access indenes and benzofurans via the 1,4-aryl migration-cyclization reaction and [3,3]-σ-rearrangement, respectively. Without the use of an excessive reductant and strong protic acid, the present method exhibits excellent functional group compatibility and therefore has diverse chemical transformations. Furthermore, the atom and step economical protocol, readily accessible starting materials, and mild reaction conditions give this novel method potential for applications in organic synthesis.

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Publication Details

Journal
Organic Letters
Published
2026-04-06
DOI
https://doi.org/10.1021/acs.orglett.6c00978
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Copper-Catalyzed Divergent Rearrangement Reactions of Propargyl Ethers

Ziming Guo, Kun Zou, Bi-Yin Xiao, Feng-Hua Zhang
Organic Letters
Catalytic Alkyne Reactions
article

Copper-Catalyzed Divergent Rearrangement Reactions of Propargyl Ethers

Ziming Guo, Kun Zou, Bi-Yin Xiao, Feng-Hua Zhang
article en

Abstract

The transformation of readily available materials into high-value-added chemicals through rearrangement processes has always been a hot topic and a significant challenge in organic synthesis. Herein, we report a Cu-catalyzed divergent rearrangement reaction of propargyl ethers to access indenes and benzofurans via the 1,4-aryl migration-cyclization reaction and [3,3]-σ-rearrangement, respectively. Without the use of an excessive reductant and strong protic acid, the present method exhibits excellent functional group compatibility and therefore has diverse chemical transformations. Furthermore, the atom and step economical protocol, readily accessible starting materials, and mild reaction conditions give this novel method potential for applications in organic synthesis.

Organic LettersVol. 28(15)
Chinese Academy of Sciences (CN), Shanghai Institute of Materia Medica (CN), Pharmaceutical Biotechnology (Czechia) (CZ), University of Chinese Academy of Sciences (CN), State Key Laboratory of Drug Research
National Natural Science Foundation of China, Hangzhou Science and Technology Bureau, Ministry of Finance, National Key Research and Development Program of China, Natural Science Foundation of Zhejiang Province
Openalex Percentile: Top 23%
Catalytic Alkyne Reactions
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Copper-Catalyzed Divergent Rearrangement Reactions of Propargyl Ethers — Ziming Guo, Kun Zou, et al. · Organic Letters (2026) | TGRS Research Map | TGRS