41790-90-3

Upstream product

• 5720-07-0 4-methoxyphenylboronic acid 
• 18685-03-5 (E)-1-(4-chlorobut-3-en-1-ynyl)benzene 
• 637-69-4 4-Methoxystyrene 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 536-74-3 phenylacetylene 
• 250291-26-0 2-iodo-1-(4-methoxyphenyl)ethylene 
• 4545-21-5 acetophenone p-toluenesulfonylhydrazone 
• 27570-08-7 4-(2-bromo-vinyl)-anisole 
• 1620635-61-1 1-((E)-4,4-dibromobuta-1,3-dienyl)-4-methoxybenzene 
• 603-33-8 triphenylbismuthane 
• 98-86-2 acetophenone 
• 591-50-4 iodobenzene 
• 23517-07-9 ((E)-1-(but-1-en-3-yn-1-yl)-4-methoxybenzene) 
• 24680-50-0 4-methoxy-trans-cinnamaldehyde 

Downstream Products

• 1234862-80-6 (3E)-4-(4-methoxyphenyl)-1-phenylbut-3-en-1-one 
• 144774-54-9 (Z)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4-dione 
• 38661-86-8 trans-1-phenyl-4-(4-methoxyphenyl)-3-buten-2-one 
• 1618657-59-2 (E)-4-(4-methoxyphenyl)-1-phenylbut-3-en-2-ol 
• 123-11-5 4-methoxy-benzaldehyde 
• 3623-15-2 phenyl propargyl ketone 

Relevant academic research and scientific papers

De novo synthesis of functionalized 1,3-enynes and extended conjugated molecular systems

Pd-catalyzed coupling of 1,3-dienyldibromides with triarylbismuths was demonstrated for the synthesis of a diverse range of 1,3-enynes. This study provided easy access to a range of functionalized 1,3-enynes in high yields utilizing triarylbismuths in sub

Regioselective hydrations of 1-aryl-3-en-1-ynes using gold and platinum catalysts: Selective production of 2-en-1-ones and 3-en-1-ones

Regiocontrolled hydrations of 1-aryl-3-en-1-ynes have been accomplished with IPrAuOTf and PtCl2/CO to yield 3-en-1-ones and 2-en-1-ones efficiently; our experimental data indicates that the sizes of catalysts play an important role. This journa

Copper-catalyzed aerobic oxidative transformation of ketone- Derived N-tosyl hydrazones: An entry to alkynes

A novel strategy involving Cu-catalyzed oxidative transformation of ketone-derived hydrazone moiety to various synthetic valuable internal alkynes and diynes has been developed. This method features inexpensive metal catalyst, green oxidant, good functional group tolerance, high regioselectivity and readily available starting materials. Oxidative deprotonation reactions were carried out to form internal alkynes and symmetrical diynes. Cross-coupling reactions of hydrazones with halides and terminal alkynes were performed to afford functionalized alkynes and unsymmetrical conjugated diynes. A mechanism proceeding through a Cu-carbene intermediate is proposed for the CC triple bond formation.

Ligand-accelerating low-loading copper-catalyzed effective synthesis of (E)-1,3-enynes by coupling between vinyl halides and alkynes performed in water

The useful conjugated enynes could be easily prepared via low-loading (0.0001 mol %) copper-catalyzed coupling between vinyl halides and terminal alkynes. It is noteworthy that this reaction could be preformed in water without using any co-solvents and the desired 1,3-enynes could be obtained with good yields. In the catalytic reaction, ligand-acceleration effect was markable.

Copper-catalyzed coupling of alkynes with alkenyl halides

The synthesis of enynes from the coupling of terminal alkynes with alkenyl iodides and bromides is described. This system employs 1.0-5.0 mol% of CuI(Xantphos) as a catalyst. A variety of alkenyl iodides and bromides are coupled smoothly with terminal alkynes, affording enynes in good to excellent yields. Georg Thieme Verlag Stuttgart · New York.

Highly regio- and stereoselective synthesis of 1,3-enynes from unactivated ethylenes via palladium-catalyzed cross-coupling

An efficient procedure for regio- and stereoselective synthesis of a series of conjugated enynes by a simple Pd-catalyzed cross-coupling reaction of unactivated ethylenes and ethynyl bromide has been developed. The reaction proceeds smoothly in DMF to give the corresponding products in good to excellent yields. The protocol can tolerate a broad range of functional groups on the substrates.

Suzuki coupling reactions of (E)- and (Z)-chloroenynes with boronic acids: Versatile access to functionalized 1,3-enynes

A stereoselective, palladium-catalyzed, cross-coupling reaction between chloroenynes 4 and boronic acids was successfully developed. This procedure is general and provides de-sired functionalized enynes 1 in high yields. The scope and limitations of this new reaction are described.

Palladium-free synthesis of conjugated enynes by direct olefination of terminal alkynes using vinyl bromides

A series of conjugated enynes were successfully synthesized by the direct copper-catalyzed coupling reaction of vinyl bromides and alkynes. The reaction proceeds smoothly in DMF at 110 °C to give the corresponding products in good to excellent yields. The protocol is tolerant to a broad range of functional groups on the substrates. Moreover, the products were furnished as specific E isomers, as the stereochemistry of the vinyl bromides was retained.