Allylic C–H Alkynylation via Copper Photocatalysis

Esteban Mejía achieved the synthesis of 1,4-enynes via Cu-photocatalyzed cross-dehydrogenative coupling.

Allylic C–H Alkynylation via Copper-Photocatalyzed Cross-Dehydrogenative Coupling: A. A. Almasalma, E. Mejía

Synthesis 2019, DOI: 10.1055/s-0039-1690014

1,4-Enynes are versatile synthetic intermediates, for example in the synthesis of complex ring systems. Different approaches to these compounds have been described in the literature, including the copper-catalyzed cross-dehydrogenative coupling of terminal alkynes to the allylic position of olefins under thermal oxidative conditions. Recently, the group of Dr. Esteban Mejía from the Leibniz-Institut für Katalyse e. V. (Rostock, Germany) reported the use of photocatalysis for achieving this transformation.

Dr. Mejía said: “We have combined for the first time the advantages of cross-dehydrogenative coupling and photocatalysis for the alkynylation of allylic substrates under oxidative conditions at room temperature, giving straightforward access to 1,4-enynes, important structural scaffolds at the core of several compounds of pharmaceutical relevance.” 

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