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Copper-catalysed Csp3–Csp cross-couplings between cyclobutanone oxime esters and terminal alkynes induced by visible light

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Abstract

A novel transformation for the construction of Csp3–Csp bonds was achieved via a photo-induced copper-catalysed C–C bond cleavage. This approach was applied to prepare a series of highly functionalized alkynyl nitriles using readily available cyclobutanones and terminal alkynes. Mechanistic exploration showed that the in situ generated copper acetylide complex is an effective photosensitive catalyst to promote the C–C bond cleavage of cycloketoxime esters through a radical process.

Graphical abstract: Copper-catalysed Csp3–Csp cross-couplings between cyclobutanone oxime esters and terminal alkynes induced by visible light

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Article information


Submitted
07 Feb 2020
Accepted
13 Mar 2020
First published
14 Mar 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Copper-catalysed Csp3–Csp cross-couplings between cyclobutanone oxime esters and terminal alkynes induced by visible light

B. Zhao, Y. Wu, Y. Yuan and Z. Shi, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC00988A

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