16616-42-5

Upstream product

• 1004-22-4 (phenylethynyl)sodium 
• 122-01-0 4-chloro-benzoyl chloride 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 32584-71-7 diphenyl(phenylethynyl)stibine 
• 536-74-3 phenylacetylene 
• 637-87-6 1-Chloro-4-iodobenzene 
• 201230-82-2 carbon monoxide 
• 3757-88-8 tributylstannylethynylbenzene 
• 102990-14-7 1-(4-chlorophenyl)-3-phenylprop-2-yn-1-ol 
• 29540-84-9 4-chlorophenyl trifluoromethanesulfonate 
• 637-44-5 phenylpropyolic acid 
• 104-88-1 4-chlorobenzaldehyde 
• 106-39-8 bromochlorobenzene 
• 74-11-3 para-chlorobenzoic acid 

Downstream Products

• 120422-20-0 1-(p-Chlorophenyl)-3-phenyl-3-(pyrid-2-ylamino)-2-propen-1-one 
• 53324-04-2 (E,Z)-3,3'-Thiodi(1-p-chlorophenyl-3-phenylprop-2-en-1-one) 
• 95734-18-2 3,6-Bis-(4-chloro-phenyl)-4-phenyl-1H-pyridin-2-one 
• 122942-57-8 (4-Chloro-phenyl)-[3-(4-methoxy-phenyl)-5-phenyl-3H-[1,2,3]triazol-4-yl]-methanone 
• 122942-49-8 (4-Chloro-phenyl)-[1-(4-methoxy-phenyl)-5-phenyl-1H-[1,2,3]triazol-4-yl]-methanone 
• 95772-50-2 6-(4-Chloro-phenyl)-3-(4-methoxy-phenyl)-4-phenyl-1H-pyridin-2-one 
• 73486-37-0 2-(4-chlorobenzoylmethyl)-5-methyl-2-phenyl-1,3-benzodithiole 
• 76203-63-9 1-(p-Chlorphenyl)-3-phenyl-3-isothiocyano-prop-2-ene-1-one 
• 53324-02-0 (Z,Z)-3,3'-Thiodi(1-p-chlorophenyl-3-phenyl-prop-2-ene-1-one) 
• 103-85-5 monophenylthiourea 
• 115662-80-1 C₃₉H₂₇Cl₂NO₃ 
• 75371-69-6 (Z)-3-(4-tolylamino)-1-(4-chlorophenyl)-3-phenylprop-2-en-1-one 
• 117832-02-7 1-p-chlorphenyl-3-phenyl-3-(3'-aminoanilino)-prop-2-en-1-one 
• 117869-34-8 1,3-phenylene-di-<1-p-chlorphenyl-3-amino-3-phenyl-prop-2-en-1-one> 

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

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.

Sc(OTf)3-catalyzed [3 + 2]-cycloaddition of nitrones with ynones

An efficient approach to access functionalized (2,3-dihydroisoxazol-4-yl) ketones has been developed by reacting nitrones 4 with ynones 7 or terminal ynones 10 in a one-pot fashion. The reaction went through a formal Sc(OTf)3-catalyzed [3 + 2]-cycloaddition process to generate a number of functionalized (2,3-dihydroisoxazol-4-yl) ketones 11aa-11aw, 11ba-11la and 12aa-12ae in moderate to good yields. This journal is

Synthesis of Isoselenazoles and Isothiazoles from Demethoxylative Cycloaddition of Alkynyl Oxime Ethers

A general method for the synthesis of isoselenazoles and isothiazoles has been developed by the base-promoted demethoxylative cycloaddition of alkynyl oxime ethers using the cheap and inactive Se powder and Na2S as selenium and sulfur sources. This transformation features the direct construction of N-, Se-, and S-containing heterocycles through the formation of N-Se/S and C-Se/S bonds in one-pot reactions with excellent functional group tolerance.

Synthesis of 2-isoxazolyl-2,3-dihydrobenzofuransviapalladium-catalyzed cascade cyclization of alkenyl ethers

A novel palladium-catalyzed cascade cyclization reaction of alkenyl ethers with alkynyl oxime ethers for the construction of poly-heterocyclic scaffolds has been developed, in which the electron-rich alkene moiety functions as a three-atom unit, simultaneously dealing well with the coordination and regioselectivity of electron-rich olefins under metal catalysis. The strategy features excellent regio- and chemoselectivities as well as good functional group tolerance. Moreover, the newly formed 2-isoxazolyl-2,3-dihydrobenzofuran products can be further transformed to diverse complex heterocycles, demonstrating their potential applications in organic synthesis and medicinal chemistry.