80221-18-7

Upstream product

• 766-83-6 m-chlorophenylacetylene 
• 625-99-0 3-iodochlorobenzene 
• 1066-54-2 trimethylsilylacetylene 
• 227936-62-1 1-chloro-3-[2-(trimethylsilyl)ethynyl]benzene 
• 1258403-27-8 1-((Z)-2-bromo-1-iodovinyl)-3-chlorobenzene 
• 99-02-5 3'-Chloroacetophenone 
• 1013479-86-1 N'-(1-(3-chlorophenyl)ethylidene)-4-methylbenzenesulfonohydrazide 
• 75-20-7 calcium carbide 
• 5706-85-4 2-hydroxy-1-(4-hydroxyphenyl)ethan-1-one 
• 650600-16-1 (Z)-4-phenylbut-3-yn-2-one O-methyl oxime 
• 934001-82-8 1-(bromoethynyl)-3-chlorobenzene 

Downstream Products

• 1354640-26-8 2,5-bis(3-chlorophenyl)thiophene 
• 1414891-00-1 2,3,4-tribromo-6-chloro-1-(3-chlorophenyl)naphthalene 

Relevant academic research and scientific papers

Creating Dynamic Nanospaces in Solution by Cationic Cages as Multirole Catalytic Platform for Unconventional C(sp)?H Activation Beyond Enzyme Mimics

Herein we demonstrate that, based on the creation of dynamic nanospaces in solution by highly charged positive coordination cage of [Pd6(RuL3)8]28+, multirole and multi-way cage-confined catalysis is accomplisha

Synthesis of 1,3-Diynes Using Calcium Carbide as an Alkyne Source

A simple method for the synthesis of 1,3-diynes from iodoarenes using calcium carbide as an alkyne source and air as an oxidant is described. A series of 1,4-diarylbuta-1,3-diynes were efficiently synthesized by this strategy. The salient features of this protocol are the use of inexpensive and easy-to-handle alkyne source, broad substrate scope, open-air condition, and simple operation procedure.

Leaf-like CuO nanosheets on rGO as an efficient heterogeneous catalyst for Csp-Csp homocoupling of terminal alkynes

In this work, the economic and well-defined leaf-like CuO nanosheets on rGO (CuO nanosheets/rGO) was synthesized by a convenient hydrothermal method. The morphology and chemical composition of CuO nanosheets/rGO were confirmed by XRD, SEM-EDS, TEM, HR-TEM, and XPS techniques. The CuO nanosheets/rGO was successfully applied as a high-performance heterogeneous catalyst in the homocoupling of 12 terminal alkynes, and the isolated yield of each product was more than 80%, except for propargyl alcohol. This catalyst could be reused five times with little activity loss. Thus, it is beneficial for green and sustainable development of organic synthetic chemistry.

Supporting a Cu@In2O3core-shell structure on N-doped graphitic carbon cuboctahedral cages for efficient photocatalytic homo-coupling of terminal alkynes

Improving the separation efficiency of photogenerated carriers and exposing more active sites are two important factors to improve the photocatalytic efficiency of photocatalysts. Designing appropriate materials with special structure and composition to a

Synthesis, α-glucosidase inhibition and antioxidant activity of the 7-carbo–substituted 5-bromo-3-methylindazoles

Series of 7-aryl- (3a–f), 7-arylvinyl- (3g–k) and 7-(arylethynyl)-5-bromo-3-methylindazoles (4a–f) have been evaluated through enzymatic assay in vitro for inhibitory effect against α-glucosidase activity and for antioxidant potential through the 2,2-diph

Synthesis of 8-carbo substituted 2-(trifluoromethyl)-4H-furo[2,3-h]chromen-4-ones and their thienoangelicin derivatives

Tandem Sonogashira cross-coupling and heteroannulation of 7-hydroxy-8-iodo-2-(trifluoromethyl)chromen-4-one with terminal acetylenes afforded the 8-carbo–substituted 2-(trifluoromethyl)-4H-furo[2,3-h]chromen-4-ones 2a–i. The latter were reacted with methyl mercaptoacetate in the presence of triethylamine to afford the corresponding 7,8-dihydro-5H-furo[2,3-h]thieno[2,3-c]chromen-5-one derivatives 3a–i. The structures of the prepared compounds were characterized using a combination of NMR (1H-, 13C & 19F-), IR and mass spectroscopic techniques, and confirmed by single X-ray crystal structures of 8-(3-fluorophenyl)-2-(trifluoromethyl)-4H-furo[2,3-h]chromen-4-one (2b) and 2-phenyl-7-(trifluoromethyl)-7,8-dihydro-5H-furo[2,3-h]thieno[2,3-c]chromen-5-one (3a). The highlight of this investigation is the conversion of 2-(trifluoromethyl)–substituted 4H-furo[2,3-h]chromen-4-ones into trifluoromethyl–substituted thienoangelicin analogues.

Rh(III)-Catalyzed [3 + 2] Spirocyclization of 2 H-Imidazoles with 1,3-Diynes for the Synthesis of Spiro-[imidazole-indene] Derivatives

An effective strategy to synthesize spirocyclic compounds, [imidazole-4,1′-indene], has been efficaciously developed relied on Rh(III)-catalyzed [3 + 2] spirocyclization of 2H-imidazoles and 1,3-diynes with excellent chemselectivity and regioselectivity.

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.

Stabilized Cu/Cu2O nanoparticles on rGO as an efficient heterogeneous catalyst for Glaser homo-coupling

Stabilized Cu/Cu2O nanoparticles on reduced graphene oxide (Cu/Cu2O-NPs@rGO) was synthesized by one-step co-reduction and acted as a green and efficient non-noble metal heterogeneous catalyst for Glaser homo-coupling. Through the synergic catalytic effect of Cu/Cu2O nanoparticles and graphene, the heterogeneous hybrid nanoparticles catalyst showed excellent catalytic performance for Glaser homo-coupling with the yield up to 99% of 1,4-diphenyl buta-1,3-diyne. And excellent functional group tolerance was obtained with oxygen as a green oxidant. Furthermore, the catalyst can be easily separated and recycled seven times without significant decline in its catalytic performance.

Facilitating Gold Redox Catalysis with Electrochemistry: An Efficient Chemical-Oxidant-Free Approach

Due to the high oxidation potential between AuI and AuIII, gold redox catalysis requires at least stoichiometric amounts of a strong oxidant. We herein report the first example of an electrochemical approach in promoting gold-catalyzed oxidative coupling of terminal alkynes. Oxidation of AuI to AuIII was successfully achieved through anode oxidation, which enabled facile access to either symmetrical or unsymmetrical conjugated diynes through homo-coupling or cross-coupling. This report extends the reaction scope of this transformation to substrates that are not compatible with strong chemical oxidants and potentiates the versatility of gold redox chemistry through the utilization of electrochemical oxidative conditions.