397251-90-0Relevant academic research and scientific papers
Synthesis of cyclic enol ethers from alkenyl-β-dicarbonyl compounds
Ferraz, Helena M. C.,Sano, Myrian K.,Nunes, Marta R. S.,Bianco, Graziela G.
, p. 4122 - 4126 (2002)
In this work we describe the cyclofunctionalization of eleven differently substituted alkenyl-β-dicarbonyl compounds, employing three electrophilic reagents, namely, iodine, ρ-methoxyphenyl-tellurium trichloride, and phenylselenenyl bromide. The reactions occur through the enolic form of the substrates, to afford the corresponding iodo-, telluro-, or selenocyclic enol ethers. Substrates bearing trisubstituted double bonds failed in reacting with the selenium and tellurium reagents. In general, β-diketones reacted faster than β-keto esters with the three studied electrophiles.
Time-economical synthesis of selenofunctionalized heterocycles via I2O5-mediated selenylative heterocyclization
Zhou, Chen-Fan,Zhang, Yun-Qian,Ling, Yong,Ming, Liang,Xi, Xia,Liu, Gong-Qing,Zhang, Yanan
supporting information, p. 420 - 426 (2022/01/20)
A time-economical and robust synthesis of various selenofunctionalized heterocycles was accomplished via I2O5-mediated selenocyclizations of olefins with diselenides. Using this method, 116 selenomethyl-substituted heterocycles were
Electrochemical oxidative cyclization of olefinic carbonyls with diselenides
Guan, Zhipeng,Wang, Yunkun,Wang, Huamin,Huang, Yange,Wang, Siyuan,Tang, Hongding,Zhang, Heng,Lei, Aiwen
supporting information, p. 4976 - 4980 (2019/09/30)
The tandem cyclization of olefinic carbonyls with easily accessible diselenides facilitated by electrochemical oxidation has been successfully developed, which provides an environmentally friendly method for the construction of C-Se and C-O bonds simultaneously. A series of seleno dihydrofurans and seleno oxazolines, bearing fragile heterocycles, subtle C-I bonds and supernumerary vinyl groups, were forged using this elegant chelation strategy. Neither metal catalysts nor external chemical oxidants are required to promote this transformation.
Alcohol substitution and dehydrogenation of selenium compounds: A convenient preparation of trisubstituted furans from allyl-substituted 1,3-dicarbonyls
Tang,Huang, Xian
scheme or table, p. 312 - 313 (2009/05/26)
Trisubstituted furans have been synthesised efficiently by an alcohol substitution and dehydrogenation reaction of selenocyclic enol ethers which were prepared by organoselenium-induced regioselective electrophilic intramolecular cyclisation of allyl-substituted 1,3-dicarbonyls.
Electrophilic cyclization of alkenyl β-dicarbonyl compounds: A comparative study
Ferraz, Helena M. C.,Nunes, Marta R. S.,Bianco, Graziela G.
, p. 153 - 158 (2007/10/03)
This work describes a comparative study between PhSeBr, ArTeCl3and I2 toward the electrophilic cyclization of some unsaturated β-keto esters and β-diketones. The oxidation/elimination reaction of the obtained selenides was also studi
