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Issue 9, 2013
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Carboxylation of terminal alkynes at ambient CO2 pressure in ethylene carbonate

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Abstract

The CuI-catalyzed carboxylation of terminal alkynes with CO2 and alkyl halides using ethylene carbonate as the solvent under mild conditions was studied. DFT calculations reveal that the energy barrier for CO2 insertion into the sp-hybridized Cu–C bond could be reduced by employing ethylene carbonate as the solvent. Notably, the procedure was conducted under ambient CO2 pressure without any external ligands. A broad range of substrates with electron-withdrawing groups or electron-donating groups gave the corresponding products in reasonable yields.

Graphical abstract: Carboxylation of terminal alkynes at ambient CO2 pressure in ethylene carbonate

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Publication details

The article was received on 14 May 2013, accepted on 01 Jul 2013 and first published on 01 Jul 2013


Article type: Paper
DOI: 10.1039/C3GC40896E
Green Chem., 2013,15, 2401-2407

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    Carboxylation of terminal alkynes at ambient CO2 pressure in ethylene carbonate

    B. Yu, Z. Diao, C. Guo, C. Zhong, L. He, Y. Zhao, Q. Song, A. Liu and J. Wang, Green Chem., 2013, 15, 2401
    DOI: 10.1039/C3GC40896E

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