Base dependence in copper-catalyzed Huisgen reactions: efficient formation of bistriazoles. Academic Article

abstract

• (Chemical Equation Presented) 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. 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

authors

• Burgess, Kevin

published proceedings

• Angew Chem Int Ed Engl

altmetric score

• 3

author list (cited authors)

• Angell, Y. u., & Burgess, K.

citation count

• 104

complete list of authors

• Angell, Yu||Burgess, Kevin

publication date

• May 2007

publisher

• Wiley  Publisher

published in

• Angewandte Chemie International Edition  Journal

keywords

• Alkynes
• Azides
• Catalysis
• Copper
• Crystallography, X-Ray
• Models, Molecular
• Molecular Structure
• Stereoisomerism
• Triazoles

PubMed Central ID

• 17410632

Digital Object Identifier (DOI)

• 10.1002/anie.200700399

start page

• 3649

end page

• 3651

volume

• 46

issue

• 20