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Base Dependence in Copper‐Catalyzed Huisgen Reactions: Efficient Formation of Bistriazoles

2007; Wiley; Volume: 46; Issue: 20 Linguagem: Inglês

10.1002/anie.200700399

1521-3773

Yu Angell, Kevin Burgess,

Catalytic C–H Functionalization Methods

Click, click: Using a carbonate base as an additive in the copper-accelerated click reaction of alkynes and azides led to an oxidative coupling to form predominately 5,5′-bistriazoles (see scheme). The reaction proved more facile for propargylic ethers and less hindered substrates. Use of an optically active azide gave separable atropisomeric products and provides a convenient access to optically pure derivatives. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z700399_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.