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Synthesis of 2,5-Diaryl Nonsymmetric Furans C6-Platform Chemicals via Catalytic Conversion of Biomass and the Formal Synthesis of Dantrolene

Franklin Chacón-Huete, Juan David Lasso, Paul Szavay, Jason Covone and Pat Forgione*

*Department of Chemistry and Biochemistry, Concordia University, 7141 Sherbrooke Street West, Montreal QC H4B 1R6, Canada, Email: pat.forgioneconcordia.ca

F. Chacón-Huete, J. D. Lasso, P. Szavay, J. Covone, P. Forgione, J. Org. Chem., 2021, 86, 515-524.

DOI: 10.1021/acs.joc.0c02236



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Abstract

5-hydroxymethyl furfural is a biomass-derived commodity chemical that is ideal to prepare next-generation value-added products. Decarboxylative cross-couplings enable an efficient access to 2,5-diaryl furans. A key finding was that the presence of the hydroxymethyl handle enhances the yields of the first palladium-catalyzed decarboxylative cross-coupling reaction.

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Key Words

furans, microwave synthesis


ID: J42-Y2021