16616-42-5

Upstream product

• 3757-88-8 tributylstannylethynylbenzene 
• 122-01-0 4-chloro-benzoyl chloride 
• 102990-14-7 1-(4-chlorophenyl)-3-phenylprop-2-yn-1-ol 
• 159087-45-3 4,4,5,5-tetramethyl-2-phenylethynyl-[1,3,2]dioxaborolane 
• 52010-59-0 1-(4-chlorophenyl)-3,3-diethyltriaz-1-ene 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 106-47-8 4-chloro-aniline 
• 106-39-8 bromochlorobenzene 
• 250643-76-6 tris((2-phenyl)ethynyl)indium 
• 637-87-6 1-Chloro-4-iodobenzene 
• 100-52-7 benzaldehyde 
• 7099-88-9 4-chlorophenylglyoxylic acid 
• 637-44-5 phenylpropyolic acid 

Downstream Products

• 120422-25-5 (Z)-3-(2-Amino-pyridin-3-ylamino)-1-(4-chloro-phenyl)-3-phenyl-propenone 
• 120422-28-8 (E)-1-(4-Chloro-phenyl)-3-[4-(4-chloro-phenyl)-2-phenyl-pyrido[3,4-b][1,4]diazepin-6-yl]-3-phenyl-propenone 
• 115662-68-5 (E)-5-(4-Chloro-phenyl)-5-oxo-2,3-diphenyl-pent-2-enenitrile 
• 115662-77-6 C₃₈H₂₅Cl₂NO₂ 
• 75371-69-6 (Z)-3-(4-tolylamino)-1-(4-chlorophenyl)-3-phenylprop-2-en-1-one 
• 95734-17-1 3,4-Diphenyl-6-chlorophenyl-2(1H)-pyridone 
• 115665-14-0 (4-Chloro-phenyl)-[3-(4-chloro-phenyl)-5-phenyl-isoxazol-4-yl]-methanone 
• 77663-59-3 (2Z,2'Z)-3,3'-(ethane-1,2-diylbis(azanediyl))bis(1-(4-chlorophenyl)-3-phenylprop-2-en-1-one) 
• 79202-87-2 6-(4-Chloro-phenyl)-2-oxo-4-phenyl-2H-pyran-3-carbonitrile 
• 75371-72-1 (Z)-1-p-chlorophenyl-3-(β-naphthylamino)-3-phenyl-prop-2-en-1-one 
• 144459-29-0 (Z)-3-(4-Amino-4H-[1,2,4]triazol-3-ylsulfanyl)-1-(4-chloro-phenyl)-3-phenyl-propenone 
• 24030-13-5 6-(4-chlorophenyl)-4-phenylpyrimidin-2(1H)-one 
• 29784-26-7 (E)-1-(4-Chloro-phenyl)-3-phenyl-3-p-tolylamino-propenone 
• 1049685-56-4 1-acetyl-5-(4-chlorophenyl)-5-hydroxy-3-phenyl-4,5-dihydro-1H-pyrazole 

Relevant academic research and scientific papers

Synthesis of acetylenic ketones by a Pd-catalyzed carbonylative three-component coupling reaction in [bmim]PF6

A carbonylative three-component coupling reaction of aryl iodides with terminal alkynes catalyzed by PdCl2(PPh3)2 was carried out using an ionic liquid, [bmim]PF6, as the reaction medium, which resulted in good yields of α,β-acetylenic ketones. The low-viscosity ionic liquid, [bmim]NTf2, was not suitable for this reaction, since the background Sonogashira coupling reaction, a competing reaction, also proceeded.

Using Pd-salen complex as an efficient catalyst for the copper- and solvent-free coupling of acyl chlorides with terminal alkynes under aerobic conditions

The palladium-salen complex palladium(II) N,N′-bis{[5-(triphenylphosphonium)-methyl]salicylidene}-1,2-ethanediamine chloride was found to be a highly active catalyst for the copper- and solvent-free coupling reaction of terminal alkynes with different acy

Carbonylative Sonogashira coupling of terminal alkynes with aqueous ammonia

(Matrix presented) Carbonylative coupling of phenylethyne with 4-methoxy-1-iodobenzene in the presence of 1 mol% PdCl2(PPh 3)2, 2 equiv of 0.5 M aqueous ammonia, and CO (1 atm) gives the corresponding α,β-alkynyl ketone in

Direct alkynyl group transfer from silicon to copper: New preparation method of alkynylcopper (I) reagents

A first observation of the direct alkynyl group transfer from silicon to copper is reported. The silicon group of alkynylsilanes was smoothly replaced by copper (I) chloride in DMI to give the corresponding copper (I) acetylides. This transformation was a

Palladium nanoparticles supported on Smopex metal scavengers as catalyst for carbonylative Sonogashira reactions: Synthesis of α,β-alkynyl ketones

Palladium nanoparticles supported on two Smopex commercial metal scavengers (1% w/w) have been tested in the carbonylative Sonogashira reactions of aryl iodides with phenylacetylene. Their catalytic activity has been compared with those of more common catalysts (Pd/C, Pd/γ-Al 2O3). Pd/Smopex-234 resulted especially effective in the synthesis of alkynyl ketones even working with a low amount of palladium (0.2-0.5 mol%). Preliminary heterogeneity tests (i.e. hot filtration test, Pd leaching and recycle of the catalyst) have been performed in order to evaluate the catalytic behaviour of this system. The obtained results seem to indicate that Pd/Smopex-234 could act as a truly heterogeneous catalyst.

Organoborane-catalyzed selective 1,2-reduction of alkynones with hydride transfer: Synthesis of benzyl alkynes

Benzyl alkynes are important organic building blocks in organic synthesis. We report herein a B(C6F5)3-catalyzed site-selective 1,2-reduction of readily available alkynones to access benzyl alkyne derivatives. Under the de

One-Pot Palladium-Catalyzed Carbonylative Sonogashira Coupling using Carbon Dioxide as Carbonyl Source

Carbonylation coupling reaction has emerged as a powerful and versatile strategy for the construction of carbonyl-containing compounds in modern synthetic chemistry over the past years. Carbon dioxide, a renewable one carbon molecule, has become one of the most attractive and promising alternative carbonyl sources due to its highly abundance, nontoxicity and stability in comparison with CO in recent years. However, in most cases, a two-chamber technique was generally necessary to allow the CO-producing and CO-consuming processes to perform successfully because of the complexities and incompatibility of reaction conditions, when carbon dioxide was utilized as carbonyl source. Herein, a practical one-pot protocol using carbon dioxide as the carbonyl source for the palladium-catalyzed carbonylative Sonogashira coupling has been established, providing an expedient and practical route to a wide range of functionalized alkynones and indoxyls under mild reaction conditions. By finding a suitable catalytic system, the method allowed the CO-generating and CO-consuming processes to proceed in one pot, wherein carbon monoxide was generated in situ from the reduction of carbon dioxide in the absence of any fluoride reagents. Simple and safe operation, readily available substrates, good functional group tolerance and mild reaction conditions are the features of the method.

Atom-Economic Synthesis of Highly Functionalized Bridged Ring Systems Initiated by Ring Expansion of Indene-1,3-dione

An atom economic procedure for the regioselective synthesis of bridged seven-membered-ring compounds from simple reactants such as ynones and indene-1,3-dione has been developed. This process was realized through the one-pot reactions of ring-expansion of

Straightforward Stereoselective Synthesis of Seven-Membered Oxa-Bridged Rings through in Situ Generated Cycloheptenol Derivatives

An iodine-mediated stereoselective synthesis of seven-membered oxa-bridged rings via in situ generated cycloheptenols was reported. This process was realized through the combination of C-C σ-bond cleavage and C-O bond-forming reactions in a one-pot fashion from simple and easily accessible raw materials. The formation of carbon radicals initiated by I2 was the key to the reaction.

Nickel (II) dibenzotetramethyltetraaza[14]annulene supported on DFNS nanoparticles catalyst in carbonylative sonogashira coupling

In this study, the carbonylative sonogashira coupling reaction was performed in the presence of CO (2 MPa) and Nitmtaa?DFNS as NPs. Nickel(II)dibenzotetramethyltetraaza[14]annulene complex (Nitmtaa) prepared and immobilized on amino-fucntionnalized DFNS (N-DFNS) via Ni[sbnd]N (NH2) bond to obtain a stable and reusable new nanocatalyst named as Nitmtaa?DFNS. Good to superb performance products were provided deploying Nitmtaa?DFNS nanocatalyst. In addition, the anatomy of Nitmtaa?DFNS has been distinguished by various methods, including XRD, VSM, FT-IR, SEM, EDX, TEM, and TGA. In addition, the hot filtration test provided complete insight into the heterogeneity of the catalyst. The reuse and recycling of the catalyst were repeatedly investigated for coupling reactions. In addition, the mechanism of the coupling reactions was thoroughly studied.