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Copper-Catalyzed Synthesis of Benzanilides from Lignin Model Substrates 2-Phenoxyacetophenones under Air Atmosphere

Abstract

Synthesis of chemicals from biomass-derived compounds is an interesting and challenging topic. In this work, using the lignin-derived 2-phenoxyacetophenones as the feedstock we present a novel approach for the synthesis of benzanilindes via the reaction of 2-phenoxyacetophenones with anilines catalyzed by CuCl2 in DMSO at 120 C under air atmosphere. This approach has wide scopes of 2-phenoxyacetophenones and anilines, and various benzanilides accompanied with corresponding phenols could be obtained in high yields via changing 2-phenoxyacetophenones and anilines. The reaction mechanism study indicated that the oxidative cleavage of C-C bond in 2-phenoxyacetophenones and formation of C-N bond occurred simultaneously in reaction process, resulting in the formation of benzanilides together with phenols.

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Publication details

The article was received on 16 Jul 2017, accepted on 05 Dec 2017 and first published on 06 Dec 2017


Article type: Paper
DOI: 10.1039/C7NJ02589K
Citation: New J. Chem., 2017, Accepted Manuscript
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    Copper-Catalyzed Synthesis of Benzanilides from Lignin Model Substrates 2-Phenoxyacetophenones under Air Atmosphere

    Z. Liu, X. Liu, H. Zhang, C. Wu, Z. Liu, Y. Chen and B. Yu, New J. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7NJ02589K

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