3 Ruthenium-Catalyzed Azide–Alkyne Cycloaddition (RuAAC)
Book
Editor: Rutjes, F. P. J. T.
Title: Click Chemistry
Print ISBN: 9783132435568; Online ISBN: 9783132435575; Book DOI: 10.1055/b000000077
1st edition © 2022. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart
Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry
Science of Synthesis Reference Libraries
Parent publication
Title: Science of Synthesis
DOI: 10.1055/b-00000101
Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.
Type: Multivolume Edition
Abstract
Under ruthenium catalysis, 1,5-disubstituted 1,2,3-triazoles can be accessed with high selectivity from terminal alkynes and organic azides via a ruthenium-catalyzed azide–alkyne cycloaddition (RuAAC) reaction. These conditions also allow the use of internal alkynes, providing access to 1,4,5-trisubstituted 1,2,3-triazoles. This chapter reviews the scope and limitations of the RuAAC reaction, as well as selected applications. A brief mention of azide–alkyne cycloaddition reactions catalyzed by other metals is also included.
Key words
click chemistry - RuAAC - cycloaddition - triazoles - ruthenium catalysts - carbon—nitrogen bonds - nitrogen heterocycles - alkynes - azides- 1 Forezi LdaSM, Lima CGS, Amaral AAP, Ferreira PG, de Souza MCBV, Cunha AC, da Silva FdeC, Ferreira VF. Chem. Rec.. 2021;
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