1‐Alkynyltriazenes as Functional Analogues of Ynamides |
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| Authors: | Florian G. Perrin Dr. Gregor Kiefer Loïc Jeanbourquin Sophie Racine Daniele Perrotta Prof. Jérôme Waser Dr. Rosario Scopelliti Prof. Kay Severin |
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| Affiliation: | Institut des Sciences et Ingénierie Chimiques, école Polytechnique Fédérale de Lausanne (EPFL), 1015 Lausanne, (Switzerland) |
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| Abstract: | The chemical reactivity of 1‐alkynyltriazenes has been investigated and is found to parallel the reactivity of ynamides. The similarity in reactivity of these two classes of compounds is demonstrated by addition reactions with acids, by cycloaddition reactions with ketenes, tetracyanoethene, and cyclopropanes, as well as by intramolecular cyclization reactions. The presence of reactive triazene groups in the products enables subsequent transformations. Overall, our results suggest that 1‐alkynyltriazenes should become valuable reagents in synthetic organic chemistry. |
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| Keywords: | alkynes cyclization cycloaddition reactions triazenes ynamides |
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