Preparation of Heteroaryl Ethers from Azine N-Oxides and Alcohols

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• 作者：Yajing Lian ; Steven B. Coffey ; Qifang Li ; Allyn T. Londregan
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：March 18, 2016
• 年：2016
• 卷：18
• 期：6
• 页码：1362-1365
• 全文大小：343K
• ISSN：1523-7052

文摘

The heteroaryl ether is an important structural feature in molecules of biological interest, yet it remains a challenge to synthesize. A new and practical method for the synthesis of heteroaryl ethers is reported. In the presence of PyBroP, a variety of nonaromatic alcohols readily add to azine N-oxides to afford the corresponding heteroaryl ethers. The reaction conditions are mild, economical, chemoselective, and compatible with a broad range of substrates. Thirty-eight examples are provided, as is a discussion of reaction optimization and mechanism.