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Copper(II)-Catalyzed Conversion of Aryl/Heteroaryl Boronic Acids, Boronates, and Trifluoroborates into the Corresponding Azides: Substrate Scope and Limitations

Kimberly D. Grimes, Amol Gupte, Courtney C. Aldrich*

*Center for Drug Design, Academic Health Center, University of Minnesota, Minneapolis, MN 55455, USA, Email: aldri015umn.edu

K. D. Grimes, A. Gupte, C. C. Aldrich, Synthesis, 2010, 1441-1448.

DOI: 10.1055/s-0029-1218683


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Abstract

A copper(II)-catalyzed conversion of organoboron compounds into the corresponding azide derivatives complements existing procedures for the preparation of aryl azides and will greatly facilitate copper- and ruthenium-catalyzed azide-alkyne cycloaddition reactions for the preparation of diversely functionalized 1-aryl- or 1-heteroaryl-1,2,3-triazoles derivatives.

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Key Words

aryl azides, arylboronic acids, copper catalysis, Chan-Lam Coupling, click chemistry


ID: J66-Y2010-1170