38379-22-5

Upstream product

• 32183-76-9 2-(phenylethynyl)benzonitrile 
• 947395-59-7 1-(azidomethyl)-2-(phenylethynyl)benzene 
• 59046-72-9 o-(phenylethynyl)benzaldehyde 
• 13141-40-7 [2-(2-phenylethynyl)phenyl]methanol 
• 536-74-3 phenylacetylene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 54737-45-0 (E)-2-bromostilbene 
• 21375-88-2 1-bromo-2-(phenylethenyl)benzene 
• 39959-51-8 2-iodobenzylamine 

Downstream Products

• 405198-91-6 N-[2-(2-phenylethynyl)benzyl]-(4-methylphenyl)sulfonamide 
• 1173537-50-2 C₂₂H₁₈N₂S 

Relevant academic research and scientific papers

Rhodium(iii)-catalyzed intramolecular annulation through C-H activation: Concise synthesis of rosettacin and oxypalmatime

A flexible and efficient rhodium(iii)-catalyzed intramolecular annulation of benzamides bearing tethered alkynes for the synthesis of indolizinones and quinolizinones is reported. This reaction shows a broad substrate scope and excellent functional-group tolerance, including different kinds of heterocyclic substrates, such as furan, thiophene, pyrrole, benzofuran, benzothiophene, indole and isonicotinamide substrates. This method also provides a practical and efficient approach for the synthesis of rosettacin and oxypalmatime.

Synthesis of Pyrrolo[1,2- b]isoquinolines via Gold(I)-Catalyzed Cyclization/Enyne Cycloisomerization/1,2-Migration Cascade

A gold(I)-catalyzed cascade transformation of N-alkynic 2-ynamides for the rapid and efficient synthesis of the indolizidine scaffold is developed. Through a sequential nucleophilic cyclization/enyne cycloisomerization/1,2-migration process, diverse pyrrolo[1,2-b]isoquinolines are obtained under mild conditions in a regiospecific and convergent manner. Various alkyl and aryl migrating groups are tolerated in this process. The electronic effect of the migrating group is comprehensively investigated. The study of the mechanism indicates that the pathway involving a gold carbenoid species is the main pathway and that the 1,2-migration of alkyl and aryl groups to the gold carbenoid occurs in an intramolecular fashion. This cascade reaction is also employed as the key step for the synthesis of a decumbenine B analogue.

Highly selective construction of medium-sized lactams by palladium-catalyzed intramolecular hydroaminocarbonylation of aminoalkynes

A novel palladium-catalyzed intramolecular hydroaminocarbonylation of aminoalkynes has been developed. This direct and operationally simple protocol provides a rapid and reliable approach to a diverse array of valuable seven-and eight-membered lactams with high chemoselectivity and regioselectivity. The high selectivity might be attributed to rational tuning the electronic nature of the amine moiety and the palladium catalyst which enabled this transformation to proceed in the absence of acidic or any other additives under fairly mild reaction conditions. This method paves the way for the synthesis of medium-sized lactams.

Copper-catalyzed trifluoromethylazidation and rearrangement of aniline-linked 1,7-enynes: Access to CF3-substituted azaspirocyclic dihydroquinolin-2-ones and furoindolines

A set of reactions involving copper-catalyzed trifluoromethylazidation and then rearrangement of aniline-linked 1,7-enynes with the relatively poorly reactive Togni reagent I and TMSN3 was developed, and provided facile access to structurally d

Thermal cyclization of nonconjugated aryl-yne-carbodiimide furnishing a dibenzonaphthyridine derivative

The reagent-free C2-C7 thermal cyclization of a nonconjugated aryl-yne-carbodiimide yielded a dibenzo- [b,g][1,8]naphthyridine derivative, whose congeners are known to possess fascinating pharmacological properties. This is the first heteroaromatic compound prepared by the thermal cycloaromatization of "nonconjugated" aryl-ynes.

Cyclization reactions of 2-alkynylbenzyl alcohol and 2-alkynylbenzylamine derivatives promoted by tetrabutylammonium fluoride

The regioselectivity of the cyclization reaction of 2-ethynylbenzyl alcohol and 2-ethynylbenzylamine derivatives promoted by TBAF was investigated. Six-membered ring derivatives were obtained from the compounds, which have a butyl group on the triple bond. Whereas five-membered ring products were afforded from the substrates having hydrogen or aromatic substituents on the acetylene moiety. It was also concluded that both the tetrabutylammonium cation and fluoride anion were essential for the cyclization. Thus, the actual mechanism and catalytic cycle were also suggested.

Antiarrhythmic agents. 2, 3, and 4 substituted benzylamines

The synthesis of a series of 2, 3, and 4 substituted benzylamine derivatives is described. These compounds were studied for their effect on experimental cardiac arrhythmias. Many of the derivatives, but in particular 2 (p methoxyphenylethynyl) benzylamine