Copper(I)-catalyzed tandem reaction: synthesis of 1,4-disubstituted 1,2,3-triazoles from alkyl diacyl peroxides, azidotrimethylsilane, and alkynes

Autor: Muhammad Israr, Changqing Ye, Munira Taj Muhammad, Yajun Li, Hongli Bao
Jazyk: angličtina
Rok vydání: 2018
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 14, Iss 1, Pp 2916-2922 (2018)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.14.270
Popis: A copper-catalyzed azide–alkyne cycloaddition (CuAAC) reaction for the synthesis of 1,4-disubstituted 1,2,3-triazoles from alkyl diacyl peroxides, azidotrimethylsilane, and terminal alkynes is reported. The alkyl carboxylic acids is for the first time being used as the alkyl azide precursors in the form of alkyl diacyl peroxides. This method avoids the necessity to handle organic azides, as they are generated in situ, making this protocol operationally simple. The Cu(I) catalyst not only participates in the alkyl diacyl peroxides decomposition to afford alkyl azides but also catalyzes the subsequent CuAAC reaction to produce the 1,2,3-triazoles.
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