56258-96-9

Upstream product

• 50-00-0 formaldehyd 
• 5720-07-0 4-methoxyphenylboronic acid 
• 501-65-5 diphenyl acetylene 
• 201230-82-2 carbon monoxide 
• 123-11-5 4-methoxy-benzaldehyde 

Relevant academic research and scientific papers

Rhodium(I)-Catalyzed CO-Gas-Free Arylative Dual-Carbonylation of Alkynes with Arylboronic Acids via the Formyl C-H Activation of Formaldehyde

The rhodium(I)-catalyzed reaction of alkynes with aryl boronic acids in the presence of formaldehyde results in a CO-gas-free arylative dual-carbonylation to produce γ-butenolide derivatives. The simultaneous loading of phosphine-ligated and phosphine-free rhodium(I) complexes is required for efficient catalysis. The former complex catalyzes the abstraction of a carbonyl moiety from formaldehyde through the activation of its formyl C-H bond (decarbonylation) and the latter catalyzes the subsequent dual-incorporation of the resulting carbonyl unit (carbonylation). The use of larger amounts of the phosphine-ligated rhodium(I) complex generates more carbonyl units, leading to the formation γ-butenolides via the dual-incorporation of the carbonyl unit.

Intermolecular [2+2+1] Carbonylative Cycloaddition of Aldehydes with Alkynes, and Subsequent Oxidation to γ-Hydroxybutenolides by a Supported Ruthenium Catalyst

Intermolecular [2+2+1] carbonylative cycloaddition of aldehydes with alkynes and subsequent oxidation to γ-hydroxybutenolides is achieved using a supported ruthenium catalyst. A ceria-supported ruthenium catalyst promotes the reaction efficiently, even with an ambient pressure of CO or without external CO, thus giving the corresponding γ-hydroxybutenolide derivatives in good to high yields. Moreover this catalyst can be reused with no loss of activity.

Rhodium catalyzed reaction of internal alkynes with organoborons under CO atmosphere: a product tunable reaction

Alkynes react with organoborons under a CO atmosphere in the presence of a rhodium(I) catalyst to afford mainly 5-aryl-2(5H)-furanones, α,β-unsaturated ketones, and indanones. The product selectivity can be tuned by modifying the reaction conditions.

Synthesis of α,β-unsaturated ketones by rhodium-catalyzed carbonylative arylation of internal alkynes with arylboronic acids

The Rh-catalyzed reaction of arylboronic acids with internal alkynes under a CO atmosphere in the presence of an acid additive afforded α,β-unsaturated ketones as the major products. Hydroacylation of internal alkynes, except in the case of diaryl acetylenes, proceeded in syn fashion, yielding the E-configured isomer. A mixture of E- and Z-isomers was obtained with diphenyl acetylene. Reactions were also highly regioselective for various nonsymmetric alkynes.

Rhodium-catalyzed carbonylative arylation of alkynes with arylboronic acids: An efficient and straightforward method in the synthesis of 5-aryl-2(5H)-furanones

5-Aryl-2(5H)-furanones can be synthesized by the Rh-catalyzed reactions of arylboronic acids with internal alkynes under a CO atmosphere. The Royal Society of Chemistry 2006.