127477-89-8

Upstream product

• 591-50-4 iodobenzene 
• 50786-62-4 Cyclobutyl acetylene 
• 10297-06-0 1-chloro-5-hexyne 
• 536-74-3 phenylacetylene 
• 3721-95-7 Cyclobutanecarboxylic acid 
• 127461-96-5 (E)-1-cyclobutyl-1-phenylseleno-2-phenylethene 
• 114507-07-2 triphenylphosphonium perchlorate 
• 127462-06-0 (E)-1-cyclobutyl-1-phenylseleninyl-2-phenylethene 
• 637-44-5 phenylpropyolic acid 

Relevant academic research and scientific papers

Cu-Photoredox-catalyzed C(sp)-C(sp3) coupling of redox-active esters with terminal alkynes

Visible-light-induced C(sp)-C(sp3) coupling of redox-active esters with terminal alkynes has been developed. The activation of carboxylic acids as their redox-active ester derivatives was important for this decarboxylative alkynylation. The strategy established here facilitates the straightforward introduction of triple-bonded functional groups and avoids additional photocatalysts. A wide range of primary, secondary and tertiary acids can be converted into the target products; so this reaction exhibits a broad substrate scope and tolerance of functional groups. Mechanistic experiments suggested that this reaction may undergo a radical process. Under mild reaction conditions, a copper acetylide ligand as a photocatalyst delivered an electron to redox-active ester derivatives, and generated alkyl radicals. The radicals reacted with Cu(ii) to deliver a Cu(iii) complex, and then reductive elimination gave the products.

Graphitic Carbon Nitride Polymer as a Recyclable Photoredox Catalyst for Decarboxylative Alkynylation of Carboxylic Acids

Visible-light-induced heterogeneous photocatalysis for decarboxylative alkynylation has been performed. The using of cheap, metal-free and recyclable graphitic carbon nitride (g-C3N4) as the photoredox catalyst in the process enables

Olefin-Migrative Cleavage of Cyclopropane Rings through the Nickel-Catalyzed Hydrocyanation of Allenes and Alkenes

A nickel-catalyzed hydrocyanation triggered by hydronickelation of the carbon-carbon double bonds of allenes followed by cyclopropane cleavage is described. The observed regio- and stereochemistries in the products are strongly influenced by the initial hydronickelation step, and allenyl- and methylenecyclopropanes reacted smoothly to promote the cleavage of cyclopropane. In contrast, this cleavage was not observed with vinylidenecyclopropanes, because the initial hydronickelation does not give a suitable intermediate for cleavage of the cyclopropanes. (Figure presented.).

Decarboxylative Alkynylation and Carbonylative Alkynylation of Carboxylic Acids Enabled by Visible-Light Photoredox Catalysis

Visible-light-induced photocatalytic decarboxylative alkynylations of carboxylic acids have been developed for the first time. The reaction features extremely mild conditions, broad substrate scope, and avoids additional oxidants. Importantly, a decarboxy

Cu/Ag-catalyzed double decarboxylative cross-coupling reaction between cinnamic acids and aliphatic acids in aqueous solution

A novel double decarboxylative cross-coupling catalyzed by copper and silver has been developed. This method provides a practical approach for the flexible synthesis of alkenes and alkynes from the readily affordable substrates.

The cyclopropyl effect on the regioselectivity of coupling reactions involving the lithiation of 1-cyclopropyl-2-arylacetylenes

The cyclopropyl effect controlled the regioselectivity of the cross coupling reactions of propargylic/allenylic metallic species with electrophiles affording alkynic cyclopropanes. It was proposed that the strain in cyclopropyl ring, which makes the formation of vinylidenecyclopropanes unfavorable, determined the regioselectivity. Control experiment of i-propyl, cyclobutyl, and cyclohexyl- phenylacetylenes were conducted to support the above speculation.