672263-60-4

Upstream product

• 637-87-6 1-Chloro-4-iodobenzene 
• 18270-17-2 1-trimethylsilyl-1-pentyne 
• 627-19-0 1-Pentyne 
• 106-39-8 bromochlorobenzene 

Downstream Products

• 92328-81-9 (+/-)-1--1-propylamino-pentan 
• 1402355-11-6 (E)-1-(1-bromo-2-(1-phenylethyl)pent-1-enyl)-4-chlorobenzene 
• 1402355-12-7 (Z)-1-(1-bromo-2-(1-phenylethyl)pent-1-enyl)-4-chlorobenzene 
• 1346260-59-0 1-(4-chlorophenyl)pentane-1,2-dione 
• 14670-41-8 (Z)-1-chloro-4-(pent-1-en-1-yl)benzene 

Relevant academic research and scientific papers

Regio- and Stereoselective Cyanotriflation of Alkynes Using Aryl(cyano)iodonium Triflates

A novel, mild, and versatile approach for regioselective syn-addition of both the CN and OTf groups of aryl(cyano)iodonium triflates to alkynes is described. The reaction uses Fe-catalysis and can be conducted in gram scale. Products of the vicinal cyanotriflation can be stereospecifically readily further functionalized, rendering the method highly valuable.

Highly Regio and Stereoselective Intermolecular Seleno- and Thioamination of Alkynes

By using N-fluorobenzenesulfonimide as both the oxidant and the amination reagent, we have realized the first example of the intermolecular chalcogenative amination of alkynes, which grants facile, highly regio- and stereoselective access to chalcogenated enamides. The reaction features mild conditions, high yields and selectivities, remarkably broad substrate scope, and excellent functional group tolerance. Mechanistic studies indicate the in situ generated chalcogen imidates to be the actual reactive species, which in turn, has clarified the mechanism of related transformations. These reactions represent significant additions to the development of the highly selective amino bisfunctionalization of alkynes.

Stereodivergent zinc-mediated three-component synthesis of tri- and tetrasubstituted alkenes

Zinc simple: The loading-dependent zinc-mediated addition of benzyl bromides to alkynes is the key step for the formation of vinyl bromides. In combination with a palladium-catalyzed Suzuki cross-coupling reaction with boronic acids, tri- and tetrasubstit

Direct coupling reactions of alkynylsilanes catalyzed by palladium(II) chloride and a di(2-pyridyl)methylamine-derived palladium(II) chloride complex in water and in NMP

Symmetrical internal alkynes can be prepared either by diarylation of mono- and bis(trimethylsilyl)acetylene (TMSA and BTMSA) catalyzed by ligand-less palladium(II) chloride or by a di(2-pyridyl) methylamine-derived palladium(II) chloride complex 1 (typic

C(sp2)-C(sp) and C(sp)-C(sp) Coupling Reactions Catalyzed by Oxime-Derived Palladacycles

Oxime-derived chloro-bridged palladacycle 8a, derived from 4,4′-dichlorobenzophenone, is an efficient pre-catalyst for the copper- and amine-free Sonogashira coupling between terminal acetylenes and aryl iodides and aryl and vinyl bromides achieving turnover numbers (TON) of up to 72000. Catalyst 8a has also been shown as a effective promoter for the sila-Sonogashira coupling between 1-(trimethylsilyl)alkynes and aryl iodides and bromides in the presence of CuI or Bu4NBr as co-catalysts. This complex also catalyzes efficiently the homocoupling reaction (Glaser-type coupling) between 1-alkynes in NMP at room temperature with TONs of up to 1000. All the reactions can be performed under air and employing reagent-grade chemicals under very low loading conditions, which demonstrates the versatility and high activity of oxime-derived palladacycles.