64583-18-2

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 73584-06-2 diethyl α-chloro-4-fluorobenzylphosphonate 
• 459-57-4 4-fluorobenzaldehyde 
• 189099-55-6 diphenyl chloro(4-chlorophenyl)methylphosphonate 
• 676562-37-1 [(4-Chloro-phenyl)-hydroxy-methyl]-phosphonic acid diphenyl ester 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 637-87-6 1-Chloro-4-iodobenzene 
• 352-34-1 4-fluoro-1-iodobenzene 
• 78704-49-1 1-(4-chlorophenyl)-2-trimethylsilylacetylene 
• 148004-76-6 (4-Fluorophenyl)methyl-1H-benzotriazole 
• 352-11-4 1-chloromethyl-4-fluorobenzene 
• 33491-03-1 1-(bromoethynyl)-4-chlorobenzene 

Downstream Products

• 157383-94-3 1-(4-chlorophenyl)-2-(4-fluorophenyl)-1,2-ethanedione 

Relevant academic research and scientific papers

Facile one-pot synthesis of diarylacetylenes from arylaldehydes: Via an addition-double elimination process

A practical one-pot protocol has been developed to synthesize diarylacetylenes from arylaldehydes by treatment with 1-(arylmethyl)benzotriazoles and LiN(SiMe3)2. The reaction proceeded through imine formation, Mannich-type addition and double elimination to deliver products in up to 99% yields with broad substrate scope. In addition, gram-scale synthesis of 1-bromo-4-(phenylethynyl)benzene has been demonstrated.

Highly efficient synthesis of 1,2-disubstituted acetylenes derivatives from the cross-coupling reactions of 1-bromoalkynes with organotitanium reagents

A Highly efficient route for the synthesis of 1,2-disubstituted acetylene derivatives has been developed by nickel catalyzed cross-couplings of alkynyl halides with aryl titanium reagents under mild conditions. This has given corresponding cross-coupling products good to excellent isolated yields of up to 92 %. The aryls bearing electron-donating or electron-withdrawing groups in either alkynylhalides or aryltitanium substrates gave cross-coupling products good yields. This process was simple and easily performed, which provides an efficient method for the synthesis of 1,2-disubstituted acetylenes derivatives.

Simple and efficient diaryl alkyne synthesis method

The embodiment of the invention discloses a simple and efficient diaryl alkyne synthesis method. The method comprises the steps of by taking arylmethylbenzotriazole and aromatic aldehyde as raw materials, carrying out addition and double-beta-elimination reaction under the action of bis (trimethylsilyl) amino salt MN (SiMe3) 2 to synthesize diaryl alkyne by a one-pot method. The raw materials and chemical reagents used in the method are easy to obtain, the reaction conditions are mild, the operation is simple, the substrate universality is good, the product yield is high, and the method is a simple and efficient diaryl alkyne synthesis method.

Catalytic Activation of Trimethylsilylacetylenes: A One-Pot Route to Unsymmetrical Acetylenes and Heterocycles

For the synthesis of unsymmetrical acetylenes, a Sonogashira coupling-deprotection-Sonogashira coupling reaction sequence is often used. Removal of protecting groups requires harsh conditions or an excess of difficult to handle and expensive reagents. Herein, we disclose a novel catalytic method for the selective deprotection of trimethylsilylacetylenes in Sonogashira reaction. The reagent hexafluorosilicic acid, an inexpensive nontoxic compound, was used to promote the selective desilylation. This method enables the efficient synthesis of unsymmetric acetylenes with other silylated functional groups present. Further possibilities of the method were explored by synthesis of heterocycles.

[Cu(acac)2]·H2O-catalyzed sonogashira-type couplings of aryl halides and terminal alkynes

Highly selective coupling of aryl halides with terminal alkynes can be conducted using low-cost and readily available [Cu(acac)2] ·H2O under palladium- and amine-free conditions. This protocol makes the typical Sonogashira reaction more practical and useful (TBAB=tetrabutyl ammonium bromide; DMSO=dimethyl sulfoxide; see scheme). Copyright

Efficient copper-catalyzed sonogashira couplings of aryl halides with terminal alkynes in water

An efficient copper-catalyzed method has been developed for Sonogashira couplings of aryl halides with terminal alkynes in water. The protocol uses inexpensive CuBr as the catalyst, 1,10-phenanthroline as the ligand, tetrabutylammonium bromide (TBAB) as the phase-transfer catalyst, environmentally friendly water as the solvent, and various internal alkynes were synthesized in good to excellent yields. Georg Thieme Verlag Stuttgart - New York.

Synthesis and non-linear properties of disubstituted diphenylacetylene and related compounds

A variety of disubstituted diphenylacetylenes and related compounds have been synthesized by a modified Horner-Emmons reaction, and their second harmonic generation (SHG) has been evaluated by the Kurtz powder method. The diphenylacetylenes with weak electron-donating and -withdrawing groups are found to be efficient for SHG, as well as having the lowest cut-off wavelength.