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铜催化的咪唑、苯并咪唑、吲唑和吡唑的 N-炔基化反应,使用 PEG 作为溶剂介质。

Cu-catalyzed N-alkynylation of imidazoles, benzimidazoles, indazoles, and pyrazoles using PEG as solvent medium.

机构信息

Department of Chemistry, University of Leicester, University Road, Leicester LE1 7RH, United Kingdom.

出版信息

J Org Chem. 2010 Feb 5;75(3):980-3. doi: 10.1021/jo902466f.

DOI:10.1021/jo902466f
PMID:20047334
Abstract

A facile and efficient Cu(I)-catalyzed cross-coupling method is reported for the preparation of N-alkynyl or N-bromoalkenyl heteroarenes from bromoalkynes. Generally superior yields and functional group tolerance were obtained with microwave (MW) irradiation using imidazole, benzimidazole, pyrazole, and indazole substrates and poly(ethylene glycol) 400 (PEG400) as an additive. We speculate that PEG400 acts as both a Cu(I)-stabilizing ligand as well as a phase transfer solvent.

摘要

本文报道了一种简便高效的铜(I)催化交叉偶联方法,用于从溴代炔烃制备 N-炔基或 N-溴代烯基杂芳烃。在微波(MW)辐射条件下,以咪唑、苯并咪唑、吡唑和吲唑为底物,聚乙二醇 400(PEG400)为添加剂,通常可以获得更高的产率和官能团耐受性。我们推测 PEG400 既作为 Cu(I)的稳定剂,又作为相转移溶剂。

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