23429-37-0

Upstream product

• 624-31-7 4-tolyl iodide 
• 38177-56-9 trimethyl(4-phenylbuta-1,3-diyn-1-yl)silane 
• 7436-90-0 2,2-dibromostyrene 
• 879560-02-8 (1,1-dibromobut-1-en-3-yn-2-yl)benzene 
• 591-50-4 iodobenzene 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 766-97-2 4-n-methylphenylacetylene 
• 932-88-7 1-iodo-2-phenylethyne 
• 33491-05-3 1-(2-bromoethynyl)-4-methylbenzene 
• 60512-56-3 1-(2,2-dibromovinyl)-4-methylbenzene 
• 63704-44-9 potassium 3-phenylpropiolate 
• 28995-88-2 1-methyl-4-((phenylethynyl)sulfonyl)benzene 
• 536-74-3 phenylacetylene 
• 4545-21-5 acetophenone p-toluenesulfonylhydrazone 

Downstream Products

• 23112-37-0 (Z,Z)-1,4-di(benzylthio)-1-phenyl-4-(p-tolyl)-1,3-butadiene 
• 23061-51-0 3-phenyl-6-(p-tolyl)-1,2-dithiine 
• 23460-45-9 Z,Z-1-(p-Tolyl)-4-phenyl-1,4-bis-(ethylmercapto)-buta-1,3-dien 

Relevant academic research and scientific papers

Synthesis of conjugated enediynes via palladium catalyzed cross-coupling reactions of potassium alkynyltrifluoroborates

An efficient synthesis of cross-conjugated enediynes has been developed utilizing the palladium catalyzed cross-coupling reactions of 1,1-dibromo-1-alkenes with potassium alkynyltrifluoroborates under mild conditions.

Synergistic Effect of NiLDH@YZ Hybrid and Mechanochemical Agitation on Glaser Homocoupling Reaction

Herein, we report the synthesis of nickel-layered double hydroxide amalgamated Y-zeolite (NiLDH@YZ) hybrids and the evaluation of the synergistic effect of various NiLDH@YZ catalysts and mechanochemical agitation on Glaser homocoupling reactions. Nitrogen

A convenient route to 1,3-diynes using ligand-free Cadiot–Chodkiewicz coupling reaction at room temperature under aerobic conditions

In this study, we report a copper-catalyzed ligand-free Cadiot–Chodkiewicz coupling reaction. No additives or ligands are required for this Cu-catalyzed C(sp)–C(sp) coupling reaction of terminal alkynes with alkynyl halides. The low cost of copper catalyst, excellent yield of the products, suppression of side-products and mild reaction conditions are the major advantages of this protocol.

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.

Selective Mono- And Dialkynylation of 1-Fluoro-2,2-diiodovinylarenes Using Pd-Catalyzed Decarboxylative Coupling Reactions

Palladium-catalyzed decarboxylative coupling reactions using alkynoic acids and 1-fluoro-2,2-diiodovinylarenes provide mono- and dialkynylfluoroalkenes with high selectivity. When the reaction was conducted using DBU/DMSO, the hydrodeiodinated monoalkynyl

Transition metal-free coupling of terminal alkynes and hypervalent iodine-based alkyne-transfer reagents to access unsymmetrical 1,3-diynes

A variety of unsymmetrical 1,3-diynes can easily be accessed in good yields under catalyst- and transition metal-free conditions by reacting terminal alkynes with hypervalent iodine-based electrophilic alkyne-transfer reagents.

Gold-Catalyzed Cadiot–Chodkiewicz-type Cross-Coupling of Terminal Alkynes with Alkynyl Hypervalent Iodine Reagents: Highly Selective Synthesis of Unsymmetrical 1,3-Diynes

A new and efficient method for the synthesis of unsymmetrical 1,3-butadiynes by gold-catalyzed C(sp)–C(sp) cross-coupling of terminal alkynes with alkynyl hypervalent iodine(III) reagents has been developed. The reaction features high selectivity and efficiency, mild reaction conditions, wide substrate scope, and functional-group compatibility, and is a highly attractive complement to existing methods. Mechanistic studies reveal that formation of a phenanthrolinyl-ligated gold(I) complex is crucial for the efficiency and selectivity of the target transformation.

"Anti-Michael addition" of Grignard reagents to sulfonylacetylenes: Synthesis of alkynes

In this work, the addition of Grignard reagents to arylsulfonylacetylenes, which undergoes an "anti-Michael addition", resulting in their alkynylation under very mild conditions is described. The simplicity of the experimental procedure and the functional

Highly efficient synthesis of unsymmetrical 1,3-diynes from organoalane reagents and alkynyl bromides mediated by a nickel catalyst

Highly efficient and simple cross-coupling reactions of alkynylbromides with organoalane reagents for the synthesis of unsymmetrical 1,3-diynes derivatives using Ni(OAc)2 (2-5 mol%)/(o-furyl)3P (4-10 mol%) as a catalyst are reported. Excellent yields (up to 94%) were obtained for a wide range of substrates at rt or 60 °C for 2-3 h in Et2O or toluene.

Mesoporous Copper/Manganese Oxide Catalyzed Coupling of Alkynes: Evidence for Synergistic Cooperative Catalysis

Copper oxide supported on mesoporous manganese oxide (meso Cu/MnOx) was synthesized by an inverse micelle templated evaporation induced self-assembly procedure. Controlled aggregation of nanoparticles and a monomodal size distribution of mesopores with tunable structural properties were observed. The material possessed superior catalytic activity in the aerobic oxidative coupling of terminal alkynes. Excellent conversion (>99% in most cases) and selectivity were observed in both homocoupling and cross-coupling of alkynes using the optimized reaction conditions. Use of air as the sole oxidant, avoidance of any kind of additives, ease of product separation, great functional group tolerability, wide synthetic scope, and superior reusability (up to eighth cycle) are the notable features of our catalytic protocol. While the reaction mechanism was elucidated, a synergistic cooperative effect between the copper and manganese has been established, which is responsible for the superior catalytic activity. The labile lattice oxygen of the meso Cu/MnOx played a vital role in deprotonation of the alkyne proton, as supported by TPD and TGA studies. Moreover, for the first time, we designed model complexes for the active sites of the catalyst by DFT calculations and provided a qualitative description of the coupling mechanism, which supports the experimental findings.