62593-86-6Relevant academic research and scientific papers
Iron(III)-catalyzed synthesis of selenoesters from α-amino carbonyl derivatives at room temperature
Chatterjee, Rana,Mukherjee, Anindita,Santra, Sougata,Zyryanov, Grigory V.,Majee, Adinath
, (2019/09/30)
An Fe(III)-catalyzed efficient method has been developed for the synthesis of selenoester derivatives in high yields through the coupling of α-amino carbonyl/glycine derivatives and diselenides under ambient air. A library of benzoselenoate derivatives having a variety of substituents has been synthesized. A plausible reaction pathway has been predicted. Experimental results suggest that the reaction proceeds through a radical pathway. Operational simplicity, compatibility with various α-amino carbonyls and diselenides, high yields, fast reaction and mild reaction conditions are the notable advantages of this procedure. We have also shown the practical application of the synthesized selenoesters which is useful to generate peptide bonds in biological sciences.
Syntheses of selenoesters through C-H selenation of aldehydes with diselenides under metal-free and solvent-free conditions
Liou, Jyun-Cyuan,Badsara, Satpal Singh,Huang, Yu-Ting,Lee, Chin-Fa
, p. 41237 - 41244 (2014/12/10)
A DTBP-promoted C-H selenation of aldehydes with diselenides under metal-free and solvent-free conditions is described. This system shows good functional group compatibility, functional groups including bromo, trifluoromethyl, chloro, amine and heterocycle-containing moieties including thiophene and furan are all tolerated by the reaction conditions employed. Both diaryl and dialkyl diselenides reacted smoothly with aldehydes to provide selenoesters in good to excellent yields. This journal is
Syntheses of selenoesters through C-H selenation of aldehydes with diselenides under metal-free and solvent-free conditions
Liou, Jyun-Cyuan,Badsara, Satpal Singh,Huang, Yu-Ting,Lee, Chin-Fa
, p. 41237 - 41244 (2015/05/20)
A DTBP-promoted C-H selenation of aldehydes with diselenides under metal-free and solvent-free conditions is described. This system shows good functional group compatibility, functional groups including bromo, trifluoromethyl, chloro, amine and heterocycle-containing moieties including thiophene and furan are all tolerated by the reaction conditions employed. Both diaryl and dialkyl diselenides reacted smoothly with aldehydes to provide selenoesters in good to excellent yields. This journal is
Synthesis and Multinuclear Magnetic Resonance Study of Para-Substituted Phenyl Selenobenzoates
Mullen, Gregory P.,Luthra, Narender P.,Dunlap, R. Bruce,Odom, Jerome D.
, p. 811 - 816 (2007/10/02)
Eleven para-substituted Se-phenyl selenobenzoates, nine of which have not been previously reported, have been synthesized and characterized.The substituents include NO2, CN, C(O)CH3, C(O)OCH2CH3, F, Cl, Br, CH3, OCH3, and N(CH3)2.Selenium-77 and carbon-13 NMR chemical shifts and 77Se-13C spin-spin coupling constants have been obtained and assigned.Infrared carbonyl absorption frequencies were also determined.Selenium-77 chemical shifts ranged from 622.9 ppm for the dimethylamino-substituted compound to 650.4 ppm for the cyano-substituted compound.Single- and dual-substituent parameter analyses of the substituent chemical shifts for 77Se, C-1 of the phenyl ring, and the carbonyl carbon were performed.Single- and dual-substituent parameter analyses of the infrared carbonyl absorptions were done in conjunction with the above correlations.Although the 77Se chemical shift data did not give a good "fit", all other treatments gave an excellent fit.These results indicate that mesomeric substituents interact strongly with the aromatic ring and that the SeC(O)Ph moiety is electron deficient with respect to the substituted benzene.
