Publication

1-Alkynyltriazenes as Functional Analogues of Ynamides

Rosario Scopelliti, Kay Severin, Jérôme Waser, Gregor Kiefer, Sophie Lucie Racine, Loïc Nicolas Jeanbourquin, Florian Gérald Abela, Daniele Perrotta
2015
Journal Articles

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.

Official source

https://infoscience.epfl.ch/entities/publication/92d439e9-aa50-4ca2-a6e6-1916fc638019

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Rosario Scopelliti, Kay Severin, Jérôme Waser, Gregor Kiefer, Sophie Lucie Racine, Loïc Nicolas Jeanbourquin, Florian Gérald Abela, Daniele Perrotta
2015
Journal Articles

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/92d439e9-aa50-4ca2-a6e6-1916fc638019

About this result

Related concepts (17)

Michael addition reaction

In organic chemistry, the Michael reaction or Michael 1,4 addition is a reaction between a Michael donor (an enolate or other nucleophile) and a Michael acceptor (usually an α,β-unsaturated carbonyl) to produce a Michael adduct by creating a carbon-carbon bond at the acceptor's β-carbon. It belongs to the larger class of conjugate additions and is widely used for the mild formation of carbon-carbon bonds.

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