13061-75-1

Upstream product

• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 637-44-5 phenylpropyolic acid 
• 124-38-9 carbon dioxide 
• 3355-31-5 1-chloro-3-phenyl-2-propyne 
• 536-74-3 phenylacetylene 
• 584-08-7 potassium carbonate 
• 1794-48-5 1-bromo-3-phenylprop-2-yne 

Downstream Products

• 1228814-48-9 C₂₆H₁₈O₂ 
• 1228814-47-8 C₂₆H₁₈O₂ 
• 10568-29-3 9-Phenylnaphtho<2,3-c>furan-1(3H)-one 
• 50558-51-5 4-phenylnaphtho[2,3-c]firan-1(3H)-one 
• 129957-22-8 4-phenylnaphtho<1,2-c>furan-3(1H)-one 

Relevant academic research and scientific papers

Development of magnesium oxide-silver hybrid nanocatalysts for synergistic carbon dioxide activation to afford esters and heterocycles at ambient pressure

Multi-metallic hybrid nanocatalysts consisting of a porous metal oxide host and metal satellite guests serve as a scaffold for multi-step transformations of divergent and energy-challenging substrates. Here we have developed a 3D porous MgO framework (Lewis basic host) with Ag0 nanoparticles (noble metal guest) for ambient pressure activation and insertion of CO2 into unsaturated alkyne substrates. The hybrid MgO@Ag-x (x = 2, 5, 7, 8 at% Ag) catalysts are synthesized by impregnating Ag+ ions in porous MgO cubes followed by reduction using NaBH4. Morphological (SEM, TEM, EDX mapping) and structural (PXRD, XPS) characterization reveal that the micron-sized hybrid cubes derive from self-assembly of ～100 nm (edge length) MgO cubes decorated with ～5 to 25 nm Ag0 NPs. Detailed XPS analysis illustrates Ag0 is present in two forms, 2 into aryl alkynes followed by SN2 coupling with allylic chlorides to afford a wide range of ester and lactone heterocycles in excellent yields (61-93%) and with low E-factor (2.8). The proposed mechanism suggests a CO2 capture and substrate assembly role for 3D porous MgO while Ag0 performs the key activation of alkyne and CO2 insertion steps. The catalyst is recyclable (5×) with no significant loss of product yield. Overall, these results demonstrate viable approaches to hybrid catalyst development for challenging conversions such as CO2 utilization in a green and sustainable manner.

Designing Synergistic Nanocatalysts for Multiple Substrate Activation: Interlattice Ag-Fe3O4 Hybrid Materials for CO2-Inserted Lactones

Multimetallic architectures that combine chemically diverse materials to affect tandem reactions within a single scaffold drive future nanocatalyst development. Here, we show the unique, interlattice growth of the small molecule activating Ag guest within

Ynamide-Mediated Intermolecular Esterification

An ynamide-mediated one-pot, two-step intermolecular esterification via the condensation of carboxylic acids with nucleophilic hydroxyl species was reported. A broad substrate scope with respect to carboxylic acids, alcohols, and phenols was observed. The α-acyloxyenamide intermediates formed by the addition of carboxylic acids to ynamides proved to be effective acylating reagents for the esterification of alcohol and phenol derivatives with the assistance of base catalysis. Notably, the racemization of the α-chiral center of carboxylic acids can be avoided.

Ordered Mesoporous CeO2-supported Ag as an Effective Catalyst for Carboxylative Coupling Reaction Using CO2

Ag/Mesoporous CeO2 (Ag/M?CeO2) catalysts were synthesized through the gas bubbling-assisted membrane reduction (GBMR) method and characterized by XRD, ICP-OES, N2 adsorption-desorption, XPS, Raman spectroscopy, TEM, HRTEM, HAADF-STEM and CO2-TPD. Ag/M?CeO2 catalysts contain uniform mesoporous structure, large surface area and oxygen vacancies, which promote the dispersion of Ag nanoparticles. Density functional theory (DFT) calculations indicate that Ag nanoparticles supported on M?CeO2 could facilitate the formation of oxygen vacancies, which result in higher CO2 adsorption capacity. With the most oxygen vacancies and the well-dispersed Ag active species, Ag (3.12 %)/M?CeO2 exhibits high efficiency for the carboxylative coupling of terminal alkynes, chloride compounds and CO2 under mild reaction conditions (60 °C, 0.5 MPa), affording a wide range of functionalized 2-alkynoates in good yields.

Ligand-free Ag(I)-catalyzed carboxylative coupling of terminal alkynes, chloride compounds, and CO2

Simple silver(I) slats were found to be highly efficient and selective catalyst for carboxylative coupling of aryl- or alkyl-substituted terminal alkynes, CO2, and various allylic, propargylic or benzylic chlorides to exclusively yield function

Cu(I)-catalyzed carboxylative coupling of terminal alkynes, allylic chlorides, and CO2

A highly selective synthesis of a variety of functionalized allylic 2-alkynoates was realized via the carboxylative coupling of terminal alkynes, allylic chlorides, and CO2 catalyzed by the N-heterocyclic carbene copper(I) complex (IPr)CuCl. The catalyst can be easily recovered without any loss in activity and product selectivity.

Silver-catalyzed one-pot synthesis of arylnaphthalene lactones

(Chemical Equation Presented) Arylnaphthalene lignan lactones are valuable natural products with promising anticancer and antiviral properties. In an effort to simplify their synthesis, we investigated a one-pot multicomponent coupling reaction between phenylacetylene, carbon dioxide, and 3-bromo-1-phenyl-1-propyne. After the corresponding 1,6-diyne was generated in situ, cyclization afforded the desired product. The level of regioselectivity was enhanced through the tuning of electronic properties. The use of cinnamyl bromide which led to the formation of a 1,6-enyne intermediate was also studied.

Synthesis of 1,1′-binaphthyls by photo-dehydro-Diels-Alder reactions

1,1′-Binaphthyls are prepared by a conceptually novel approach based on the photo-dehydro-Diels-Alder reaction. The Royal Society of Chemistry 2006.