74331-86-5

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• 766-97-2 4-n-methylphenylacetylene 
• 64252-53-5 4-methylacetophenone hydrazone 

Relevant academic research and scientific papers

Method for transforming alkynes into (E)-dibromoalkenes

The highly stereoselective bromination of alkynes has been realized by using copper(II) bromide as both the reacting partner and the catalyst, offering a generally efficient synthesis of (E)-dibromoalkenes. The reaction conditions are exceptionally mild, and a wide range of functional groups are well tolerated.

TEMPO-Regulated Regio- and Stereoselective Cross-Dihalogenation with Dual Electrophilic X+ Reagents

A TEMPO catalyzed cross-dihalogenation reaction was established via redox-regulation of the otherwise complex system of dual electrophilic X+ reagents. Formally, the ICl, BrCl, I2 and Br2 were generated in-situ, which enabled high regio- or stereoselective access to a myriad of iodochlorination, bromochlorination and homo-dihalogenation products with a wide spectrum of functionalities. With its mild conditions and operational simplicity, this method could enable wide applications in organic synthesis, which was exemplified by divergent synthesis of two pharmaceuticals. Detailed mechanistic investigations via radical clock reaction, pinacol ring expansion and Hammett experiments were conducted, which confirmed the intermediacy of halonium ion. In addition, a dynamic catalytic model based on the versatile catalytic role of TEMPO was proposed to explain the selective outcomes.

Reaction of ketone hydrazones with TeCl4: Isolation and reactions of novel divinyl telluride

The reaction of acetophenone hydrazones with TeCl4 in the presence of DBU gave a mixture of divinyl ditellurides and divinyl tellurides, which easily reacted with Cu powder in refluxing toluene to afford divinyl tellurides in good yields. The reaction of divinyl tellurides with bromine (1.2 eq.) gave the corresponding tellurium dibromide rather than the addition of the double bond whereas 3 molar amount of bromine gave excess brominated and oxidized products. The reaction of divinyl tellurides with 2-(trimethylsilyl)phenyl triflate in the presence of CsF gave (E)-2-alkenyldiaryl tellurides in good yields.

1,2-dibromolefin compound and preparation method and application thereof

The invention belongs to the technical field of the synthetic chemistry, and discloses a 1,2-dibromolefin compound and a preparation method and application thereof. A chemical structure general formula of the 1,2-dibromolefin compound is as shown in the d

Selective 1,2-dihalogenation and oxy-1,1-dihalogenation of alkynes by N-halosuccinimides

1,2-Dihalogenation and oxy-1,1-dihalogenation of alkynes by N-halosuccinimides can be selectively realized through using different reaction conditions. α,β-Dihalo alkenes were obtained exclusively using THF as solvent without using any catalyst, while α,α

FeBr3-catalyzed dibromination of alkenes and alkynes

The dibromination of alkenes and alkynes with bromosuccinimide and sodium bromide catalyzed by FeBr3 under mild conditions has been developed. The trans-dibromo compounds were exclusively obtained with excellent yields.

N-bromosuccinimide and lithium bromide: An efficient combination for the dibromination of carbon-carbon unsaturated bonds

Compounds possessing unsaturated bonds such as alkenes, alkynes, allenes, and methylenecyclopropanes (MCPs) can be dibrominated within minutes by NBS and lithium bromide in THF at room temperature in good to excellent yields under mild conditions. Georg Thieme Verlag Stuttgart.

Vinyl Cation Intermediates in Solvolytic and Electrophilic Reactions. 2. Bromination of Arylacetylenes

The kinetics of bromination of a series of ten ring-substituted phenylacetylenes were investigated in anhydrous acetic acid at 25 deg C.All substrates were substituted with one or two methyl groups at the ortho position(s) for comparison with the behavior