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Synthesis 2017; 49(11): 2374-2388
DOI: 10.1055/s-0036-1588981
DOI: 10.1055/s-0036-1588981
feature
Hexafluorosilicic Acid as a Novel Reagent for the Desilylation of Silylacetylenes: Application in Sequential Sonogashira Coupling and Click Reaction
Further Information
Publication History
Received: 28 February 2017
Accepted after revision: 03 March 2017
Publication Date:
29 March 2017 (online)
Abstract
Hexafluorosilicic acid was utilized as a novel, cheap, readily available, and environmentally benign alternative reagent for the desilylation of 1-trimethylsilylacetylenes. The applicability of the aqueous solution of the hexafluorosilicic acid was demonstrated in the sequential coupling of aryl halides and ethynyltrimethylsilane to afford internal acetylenes, benzofurans, and triazoles in one-pot Sonogashira–Sonogashira and Sonogashira–CuAAC reactions.
Key words
alkynes - azides - cycloaddition - click reaction - cross-coupling - fluoride - palladium - heterocyclesSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588981.
- Supporting Information
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