58335-56-1

Upstream product

• 118199-01-2 2,2-dibromo-1-(3,4-dimethoxyphenyl)ethene 
• 4302-52-7 4-ethynylveratrole 
• 2859-78-1 4-Bromoveratrole 
• 863132-17-6 (3,4-dimethoxy-phenylethynyl)-trimethyl-silane 
• 1044277-65-7 1,1,1-trifluoro-4-(triisopropylsilyl)but-3-yn-2-one 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 1429320-09-1 ethyl (2E)-3(2-bromo-3-hydroxy-4-methoxyphenyl)prop-2-enoate 

Downstream Products

• 1403835-74-4 (Z)-1-(butylthio)-1,4-bis(3,4-dimethoxyphenyl)but-1-en-3-yne 
• 389569-72-6 diethyl 2,3-bis((E)-3,4-dimethoxybenzylidene)succinate 

Relevant academic research and scientific papers

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.

Stereoselective Synthesis of Highly Substituted Conjugated Dienes via Pd-Catalyzed Carbonylation of 1,3-Diynes

The stereoselective synthesis of conjugated dienes was realized for the first time via Pd-catalyzed alkoxycarbonylation of easily available 1,3-diynes. Key to success is the utilization of the specific ligand 1,1′-ferrocenediyl-bis(tert-butyl(pyridin-2-yl)phosphine) (L1), which allows this novel transformation to proceed at room temperature. A range of 1,2,3,4-tetrasubstituted conjugated dienes are obtained in this straightforward access in high yields and selectivities. The synthetic utility of the protocol is showcased in the concise synthesis of several important intermediates for construction of natural products rac-cagayanin, rac-galbulin, rac-agastinol, and cannabisin G.

Organic transformations catalyzed by palladium nanoparticles on carbon nanomaterials

Abstract: An efficient C–C bond coupling reactions (Suzuki–Miyaura and Glaser) catalyzed by PdO/GO nano-catalyst is presented. In addition, PdO/MWCNT nano-catalyst-mediated domino one-pot synthesis of 2-alkyl/2-aryl benzofurans has been accomplished from 2-iodophenols and terminal alkynes. The formation of benzofurans proceeds through intermolecular Sonogashira reaction followed by intramolecular nucleophilic addition of internal hydroxyl group onto the acetylenic bond. The catalyst PdO/GO has been reused successfully, with nearly no loss of activity up to 5 cycles. Graphical Abstract: : Synopsis: An efficient PdO/GO and PdO/MWCNT nanocatalysts have been developed for C–C coupling reactions like Suzuki and Glaser coupling reactions, multi-catalytic one-pot synthesis of 2-aryl, 2-alkyl benzofurans staring from 2-iodophenols and terminal alkynes. The protocol involves formation of benzofuran derivatives, i.e., Sonogashira reaction followed by 2-ethynyl phenol cyclization. [Figure not available: see fulltext.]

[Cu]-catalyzed direct coupling of dibromoalkenes: Synthesis of symmetrical 1,3-diynes and triazoles

An efficient [Cu]-catalyzed homocoupling of 1,1-dibromoalk-1-enes is described for the synthesis of symmetrical 1,3-diyines. The method showed good substrate scope and amenable to aryl and heteroaryl systems. Significantly, the strategy was also successfully applied to the sequential one-pot synthesis of triazoles.

A copper based pillared-bilayer metal organic framework: Its synthesis, sorption properties and catalytic performance

A new 2D pillared-bilayer flexible open metal organic framework {[Cu(tdc)(bpe)]n·2n(H2O)·n(MeOH)} (compound 1) [H2tdc = 2,5 thiophenedicarboxylic acid; bpe = 1,2-bis(4-pyridyl)ethane] has been synthesized through a solvent

Total synthesis of (+)-pentamethylsalvianolic acid C

The total synthesis of a methylated analogue of (+)-Salvianolic acid C has been achieved. Key aspects of the synthetic route include an economical Cu(i) acetylide coupling, unique carboxyl activation conditions via microwave irradiation and a novel lipase catalysed kinetic resolution of a racemic mixture of secondary alcohol Danshensu. The preparation of this methylated analogue will not only improve the bioavailability, but also enable access to new and wider bioactivity applications for (+)-Salvianolic acid C.

Ligand-free copper-catalyzed synthesis of symmetrical diynes from 1,1-dibromo-1-alkenes

Symmetrical diynes were synthesized by ligand-free copper-catalyzed homocoupling reaction of 1,1-dibromo-1-alkenes using a DBU/DMSO system at room temperature in good to excellent yields.