60998-71-2

Upstream product

• 920-38-7 sodium propargylate 
• 1885-14-9 phenyl chloroformate 
• 5683-31-8 3-(trimethylsilyl)prop-2-ynoic acid 
• 108-90-7 chlorobenzene 
• 865082-24-2 2-iodophenyl propiolate 
• 471-25-0 Propiolic acid 
• 108-95-2 phenol 
• 533-58-4 2-Iodophenol 

Downstream Products

• 137715-21-0 2-benzyl-2,5-diphenyl-4-methoxycarbonyl-1,3-dithiole 
• 4481-35-0 cyclohepta[b]furan-2(2H)-one 
• 91-64-5 coumarin 
• 1239476-35-7 C₂₀H₃₀O₆Si 
• 1297605-57-2 phenyl 2-[(2S,4S)-4-isopropyl-3-tosyloxazolidin-2-yl]acetate 
• 1297606-04-2 phenyl 2-[(2S,4S)-4-methyl-3-tosyloxazolidin-2-yl]acetate 

Relevant academic research and scientific papers

Metal-Free Synthesis of Selenodihydronaphthalenes by Selenoxide-Mediated Electrophilic Cyclization of Alkynes

A transition-metal-free, selenium mediated electrophilic cyclization reaction was realized through a one-pot procedure between simple alkynes and triflic anhydride-activated selenoxides to give selenium containing dihydronaphthalene products. This method gave good to very high yields for all products, including selenium-substituted phenanthrene, dihydroquinoline, 2H-chromene, and coumarin, which can be further transformed to other functionalized compounds.

Stereoselective synthesis of 3-alkylideneoxindoles using tandem indium-mediated carbometallation and palladium-catalyzed cross-coupling reactions

The first efficient methods for the stereoselective synthesis of various (E)-, (Z)-, and disubstituted 3-alkylideneoxindoles via radical cyclization reactions were investigated using tandem indium-mediated carbometallation and palladium-catalyzed cross-co

A simple method for the preparation of substituted phenoxyacrylic acid phenyl esters

A simple and efficient synthesis of phenoxyacrylic acid phenyl esters via one pot esterification and Michael-type addition starting from propynoic acid and an excess of an appropriate phenol is described.

Synthesis of polyalkylphenyl prop-2-ynoates and their flash vacuum pyrolysis to polyalkylcyclohepta[b]furan-2(2H)-ones

A new method for the smooth and highly efficient preparation of polyalkylated aryl propiolates has been developed. It is based on the formation of the corresponding aryl carbonochloridates (cf Scheme 1 and Table 1) that react with sodium (or lithium) propiolate in THF at 25-65°, with intermediate generation of the mixed anhydrides of the arylcarbonic acids and prop-2-ynoic acid, which then decompose almost quantitatively into CO2 and the aryl propiolates (cf. Scheme 11). This procedure is superior to the transformation of propynoic acid into its difficult-to-handle acid chloride, which is then reacted with sodium (or lithium) arenolates. A number of the polyalkylated aryl propiolates were subjected to flash vacuum pyrolysis (FVP) at 600-650°and 10-2 Torr which led to the formation of the corresponding cyclohepta[b]furan-2(2H)-ones in average yields of 25-45% (cf. Scheme 14). It has further been found in pilot experiments that the polyalkylated cyclohepta[b]furan-2(2H)-ones react with 1-(pyrrolidin-1-yl)cyclohexene in toluene at 120-130°to yield the corresponding 1,2,3,4- tetrahydrobenz[a]azulenes, which become, with the growing number of Me groups at the seven-membered ring, more and more sensitive to oxidative destruction by air (cf. Scheme 15).