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Synlett 2020; 31(05): 492-496
DOI: 10.1055/s-0039-1690718
DOI: 10.1055/s-0039-1690718
letter
Nickel-Catalyzed Amination of α-Aryl Methyl Ethers
We thank the Natural Sciences and Engineering Research Council of Canada (Grant Number RGPIN-2016-06471), the Ontario Ministry of Research and Innovation, the Canada Research Chairs (Grant Number 950-230945), the Canada Foundation for Innovation (Grant Number 35261), and the University of Toronto for financial support of this work.Further Information
Publication History
Received: 21 August 2019
Accepted after revision: 01 October 2019
Publication Date:
28 October 2019 (online)
Published as part of the Special Section 11th EuCheMS Organic Division Young Investigator Workshop
Abstract
α-Aryl amines are prevalent in pharmaceutically active compounds and natural products. Herein, we describe a Ni-catalyzed protocol for their synthesis from readily available α-aryl ethers. While α-aryl ethers have been used as electrophiles in Ni-catalyzed C–C bond formations, their use in C–heteroatom bond formation is much less prevalent. Preliminary mechanistic insight suggests that oxidative addition is facilitated by an anionic ligand and that reductive elimination is a reversible process.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690718.
- Supporting Information
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References and Notes
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