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Issue 91, 2019
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Palladium/copper-catalyzed multicomponent reactions of propargylic amides, halohydrocarbons and CO2 toward functionalized oxazolidine-2,4-diones

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Abstract

A palladium/copper-catalyzed oxy-carbonation of propargylic amides by halohydrocarbons and CO2 has been developed toward functionalized oxazolidine-2,4-diones. This multi-component reaction (MCR) was triggered by the oxidative addition of RX to Pd(0), followed by the sequential carboxylation of amide and trans-oxopalladation of an electron-deficient triple bond by RPdX species. Finally, the reductive elimination afforded products possessing tetra-substituted vinyl motifs and Pd(0). This protocol features simultaneous formation of three bonds, representing an efficient method for incorporation of CO2 into value-added heterocycles.

Graphical abstract: Palladium/copper-catalyzed multicomponent reactions of propargylic amides, halohydrocarbons and CO2 toward functionalized oxazolidine-2,4-diones

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Article information


Submitted
11 Sep 2019
Accepted
17 Oct 2019
First published
17 Oct 2019

Chem. Commun., 2019,55, 13685-13688
Article type
Communication

Palladium/copper-catalyzed multicomponent reactions of propargylic amides, halohydrocarbons and CO2 toward functionalized oxazolidine-2,4-diones

C. Zhou, Y. Dong, J. Yu, S. Sun and J. Cheng, Chem. Commun., 2019, 55, 13685
DOI: 10.1039/C9CC07027C

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