Synthesis of Oxazolidinones, Dioxazolidinone and Polyoxazolidinone (A New Polyurethane) Via A Multi Component-Coupling of Aldehyde, Diamine Dihydrochloride, Terminal Alkyne and CO2

Author(s): Djamila Teffahi, Smain Hocine, Chao-Jun Li.

Journal Name: Letters in Organic Chemistry

Volume 9 , Issue 8 , 2012

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Abstract:

In the present paper, the coupling reaction of aldehyde, terminal alkyne, amine salt and CO2 was investigated. Copper iodide was found to be an efficient catalyst for the coupling reaction in ethyl acetate at 80 °C and under an atmospheric pressure of CO2. A diverse range of oxazolidinones was prepared by this method. Subsequently, a copper-catalyzed coupling of aldehyde, terminal alkyne, diamine salt and CO2 was developed to generate a dioxazolidinone. Finally, under the optimised conditions, we report for the first time a facile synthetic route for the synthesis of polyoxazolidinone, a new polyurethane, via a multi-component coupling of benzaldehyde, 1, 4-diethynylbenzene, 1, 6-hexadiamine and CO2.

Keywords: Carbon dioxide fixation, copper catalysis, multicomponent reactions, oxazolidinone, polyurethane, transition-metal, cyclic, carbonates, cobalt, ruthenium.

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Article Details

VOLUME: 9
ISSUE: 8
Year: 2012
Page: [585 - 593]
Pages: 9
DOI: 10.2174/157017812802850221
Price: $65

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