21772-11-2

Upstream product

• 40164-53-2 1,4-diphenyl-1-butyne 
• 62969-97-5 1,4-diphenyl-3-butyn-2-ol 
• 536-74-3 phenylacetylene 
• 103-80-0 phenylacetyl chloride 
• 32584-71-7 diphenyl(phenylethynyl)stibine 
• 126472-97-7 12-phenylethynyl-N-methyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine 
• 6142-95-6 phenylpropargyl aldehyde diethyl acetal 
• 201230-82-2 carbon monoxide 
• 100-44-7 benzyl chloride 
• 140-29-4 phenylacetonitrile 
• 1007-47-2 (phenylethynyl)dimethylaluminum 
• 6738-06-3 phenylethynylmagnesium bromide 
• 95092-10-7 N-methoxy-N-methyl-2-phenylacetamide 
• 101-97-3 Ethyl 2-phenylethanoate 

Downstream Products

• 1260146-34-6 1-hydroxy-1,4-diphenylbut-3-yne-2-one 
• 127388-13-0 1,4-diphenyl-3-butyne-1,2-dione 
• 18753-56-5 3-Phenyl-5-(phenylmethyl)isoxazole 
• 78376-10-0 (Z)-5-benzylidene-4-hydroxy-3-phenylfuran-2(5H)-one 
• 21917-99-7 3-benzyl-5-phenyl-1H-pyrazole 

Relevant academic research and scientific papers

Quinoxalinyl pyridopyrazine compound, preparation method and application thereof

The invention provides a quinoxalinyl pyridopyrazine compound and a preparation method thereof. According to the invention, the compound is directly synthesized from an alkyne ketone compound 3 synthesized from an alkyne compound and phenylacetaldehyde wi

Catalytic Ynone-Amidine Formal [4 + 2]-Cycloaddition for the Regioselective Synthesis of Tricyclic Azepines

A Ca(OTf)2- and self-promoted ynone-amidine atom-economic formal [4 + 2]-cycloaddition of various ynones with amidines is reported for the construction of highly functionalized tricyclic azepines. High reaction rate, ease of operation, and high product se

Fast and Efficient Continuous Flow Method for the Synthesis of Ynones and Pyrazoles

In this study, we developed a convenient and efficient two-step method for the synthesis of ynones in a flow reactor, through the generation of lithium acetylide and its subsequent reactions with acid chlorides. Using this approach, we obtained the ynones in moderate to good yields at room temperature. Moreover, we transformed the ynones into pyrazole derivatives through coupling with hydrazines. This transition metal-free process, mild reaction conditions, and broad functional group tolerance are all attractive features in comparison with conventional bench-top methods.

Cobalt-Catalyzed Regio- and Stereoselective Hydrosilylation of 1,3-Diynes to Access Silyl-Functionalized 1,3-Enynes

A regio- and stereoselective hydrosilylation of 1,3-diynes has been developed relying on catalysts generated from bench-stable Co(acac)2 and dppp ligand. A variety of symmetrical and unsymmetrical 1,3-diynes undergo this transformation, yieldin

Enantioselective Addition of Alkynyl Ketones to Nitroolefins Assisted by Br?nsted Base/H-Bonding Catalysis

Various sets of enolizable alkynyl ketones (including methyl ynones with α-aryl, α-alkenyl, and α-alkoxy groups) were able to react smoothly with nitroolefins with the assistance of bifunctional Br?nsted base/H-bond catalysts to provide adducts with two consecutive tertiary stereocenters in a highly diastereo- and enantioselective fashion. Further transformation of the obtained adducts into optically active acyclic and polycyclic molecules, including some with intricate carbon skeletons, was also demonstrated.

Copper-Mediated Deacylative Coupling of Ynones via C-C Bond Activation under Mild Conditions

The intermolecular deacylative coupling of unstrained ynones via C-C bond activation was accomplished by a CuCl-bpy system under mild reaction conditions. This protocol features facile cleavage of the C-C bond at room temperature, broad substrate scope, and efficient construction of important symmetric and unsymmetrical 1,3-diyne adducts through homo or cross coupling of ynones, respectively. The preliminary mechanistic investigations indicated that an acyl copper(III) complex is likely involved in this process.

Nano CoCuFe2O4 catalyzed coupling reaction of acid chlorides with terminal alkynes: A powerful toolbox for palladium-free ynone synthesis

The present work describes the application of nano CoCuFe2O4 toward the coupling reaction of acyl chlorides with terminal alkynes. By this catalytic system, ynone derivatives were formed in high yields via a palladium-free strategy.

A phosphine-free, atom-efficient cross-coupling reaction of triorganoindiums with acyl chlorides catalyzed by immobilization of palladium(0) in MCM-41

The first phosphine-free heterogeneous palladium(0)-catalyzed cross-coupling of triorganoindiums with acyl chlorides has been developed that proceeds smoothly in THF at 68 °C and provides a general and powerful tool for the synthesis of various valuable aryl ketones and α,β-acetylenic ketones with high atom-economy and high yield. This phosphine-free heterogeneous palladium(0) catalyst can be easily prepared from commercially available reagents and recovered by a simple filtration of the reaction solution and used for at least 10 consecutive trials without any decreases in activity. Our system not only avoids the use of phosphine ligands, but also solves the basic problem of palladium catalyst recovery and reuse.

Access to Tetronic Acids via Silver-Catalyzed CO2 Incorporation into Conjugated Ynones

Facile and versatile access to highly functionalized tetronic acids has been successfully achieved through the reaction of conjugated ynones with carbon dioxide. In the presence of a base, the enolates generated from the ynones capture CO2 via

Synthesis of Polysubstituted γ-Butenolides via a Radical Pathway: Cyclization of α-Bromo Aluminium Acetals and Comparison with the Cyclization of α-Bromoesters at High Temperature

Polysubstituted butenolides were obtained in good to high yields from α-bromoesters derived from propargyl alcohols by a one-pot reaction involving the radical cyclization of α-bromo aluminium acetals, followed by the oxidation of the resulting cyclic aluminium acetals in an Oppenauer-type process and migration of the exocyclic C-C bond into the α,β-position. Comparison with the direct cyclization of α-bromoesters at high temperature and under high dilution conditions is described. Deuterium-labelling experiments allowed us to uncover "invisible" 1,5-hydrogen atom transfers (1,5-HATs) that occur during these cyclization processes, together with the consequences of the latter in the epimerization of stereogenic centres. Compared to the classical approach, the cyclization of aluminium acetals proved to be highly chemoselective and its efficiency was illustrated by the short total syntheses of optically enriched γ-butenolides isolated from Plagiomnium undulatum and from Kyrtuhrix maculans.