Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2022, Issue 8, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202101571
Keywords
Biomass; Cross-coupling; Dimerization; Green chemistry; Renewable resources
Categories
Funding
- Natural Sciences and Engineering Research Council (NSERC) of Canada
- Le Fonds de Recherche du Quebec, Nature et Technologies (FRQNT)
- Centre for Green Chemistry and Catalysis (CGCC)
- Concordia University
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A new synthetic route using biomass-derived furans as starting materials for the production of bis(5-arylfuran-2yl)methane scaffolds was developed. The decarboxylative crosscoupling of 5-hydroxymethylfuroic acid (HMFA) was studied in detail and showed overall good yields. Acid-catalyzed self-condensation was optimized to achieve excellent yields of the target structures. This study highlights the avoidance of protective groups and the utilization of renewable carbon sources as starting materials.
A new synthetic route utilizing biomass-derived furans as a starting material for the production of bis(5-arylfuran-2yl)methane scaffolds was developed. Decarboxylative crosscoupling of 5-hydroxymethylfuroic acid (HMFA) was studied in detail with overall good yields. Acid-catalyzed self-condensation was optimized to produce the target structures in excellent yields. Overall, this report introduces a new expedient synthesis to obtain bis(furyl) methane scaffolds that avoids the use of protecting groups and highlights the utilization of renewable carbon sources as starting materials.
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