87689-43-8

Upstream product

• 1584709-82-9 C₂₇H₃₄N₂O₄ 
• 1584709-74-9 (S)-3-(benzyloxy)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(p-tolyl)propan-1-one 
• 1584709-63-6 (S)-3-(benzyloxy)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(p-tolyl)propan-1-one 
• 1584709-89-6 C₂₇H₃₄N₂O₄ 
• 6338-41-6 5-hydroxymethyl-furan-2-carboxylic acid 
• 106-38-7 para-bromotoluene 
• 50-00-0 formaldehyd 
• 17113-32-5 2-(4-methylphenyl)furan 
• 124-40-3 dimethyl amine 

Relevant academic research and scientific papers

Efficient Synthesis of Bis(5-arylfuran-2-yl)methane Scaffolds Utilizing Biomass-Derived Starting Materials

A new synthetic route utilizing biomass-derived furans as a starting material for the production of bis(5-arylfuran-2-yl)methane scaffolds was developed. Decarboxylative cross-coupling 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.

A defunctionalization concept for the convenient synthesis of bis(5-arylfuran-2-yl)methane scaffolds

The bis(5-arylfuran-2-yl)methane framework has been obtained through defunctionalization of aryl ketones, derived from abundantly available L-(+)-tartaric acid, under the influence of acid. The stereocomponents present in these starting aryl ketones have been found to be insignificant for this transformation. Formation of bis(5-arylfuran-2-yl)methane scaffold 1 has been achieved by using a defunctionalization concept involving aryl ketones 2 under the influence of acid. Ketones 2 are easily accessible from L-(+)-tartaric acid through an umpolung strategy using α-amino nitriles as acyl anion equivalents. The stereocomponent (threo/erythro) present in 2 was not significant for this transformation. Copyright