30876-65-4Relevant academic research and scientific papers
Synthesis of selenol esters via the reaction of acyl chlorides with diselenides in the presence of Zn dust catalyzed by CoCl2·6H2O
Dall'Oglio, Evandro L.,Stein, André L.,Vasconcelos, Leonardo G.,Vieira, Lucas C. C.,de Oliveira, Angélica J.,de Oliveira, Sandynara A.
supporting information, (2021/08/25)
A practical and efficient approach for the synthesis of selenol and thiol esters is described via the reaction of acyl chlorides with diselenides or disulfides in the presence of Zn dust catalyzed by inexpensive CoCl2·6H2O This proto
Atom efficient preparation of zinc selenates for the synthesis of selenol esters under “On Water” conditions
Sancineto, Luca,Vargas, Jaqueline Pinto,Monti, Bonifacio,Arca, Massimiliano,Lippolis, Vito,Perin, Gelson,Lenardao, Eder Joao,Santi, Claudio
, (2017/06/29)
We describe here an atom efficient procedure to prepare selenol esters in good to excellent yields by reacting [(PhSe)2Zn] or [(PhSe)2Zn]TMEDA with acyl chlorides under “on water” conditions. The method is applicable to a series of aromatic and aliphatic acyl chlorides and tolerates the presence of other functionalities in the starting material.
General, Mild, and Metal-Free Synthesis of Phenyl Selenoesters from Anhydrides and Their Use in Peptide Synthesis
Temperini, Andrea,Piazzolla, Francesca,Minuti, Lucio,Curini, Massimo,Siciliano, Carlo
, p. 4588 - 4603 (2017/05/12)
A mild, practical, and simple procedure for phenyl selenoesters synthesis from several anhydrides and diphenyl diselenide was developed. This transition-metal-free method provides a straightforward entry to storable Fmoc-amino acid selenoesters which are effective chemoselective acylating reagents. An application to oligopeptide synthesis was illustrated.
Reaction of Acyl Chlorides with in Situ Formed Zinc Selenolates: Synthesis of Selenoesters versus Ring-Opening Reaction of Tetrahydrofuran
Bellino, Gemma,Scisciani, Marialaura,Vargas, Jaqueline Pinto,Sancineto, Luca,Bagnoli, Luana,Marini, Francesca,Lüdtke, Diogo Seibert,Lenardao, Eder Joao,Santi, Claudio
, (2016/07/28)
Attempting to apply the in situ production of PhSeZnSePh to the synthesis of selenoesters, an unexpected reaction involving the solvent (tetrahydrofuran) was observed and studied. We reported here some evidences about the mechanism and the possibility to
On water preparation of phenylselenoesters
Santi, Claudio,Battistelli, Benedetta,Testaferri, Lorenzo,Tiecco, Marcello
supporting information; experimental part, p. 1277 - 1280 (2012/06/04)
PhSeZn-halides react under "on water" mild conditions with acid chlorides to provide a high yield route to a variety of aromatic and aliphatic phenylselenoesters.
Iron-catalyzed synthesis of selenoesters from diselenides and acyl chlorides or acid anhydrides in the presence of magnesium dust
Ren, Kai,Wang, Min,Liu, Ping,Wang, Lei
experimental part, p. 1078 - 1082 (2010/05/18)
A novel and efficient synthetic methodology for the iron-catalyzed preparation of selenoesters by the reaction of diselenides with acyl chlorides or acid anhydrides has been developed. In the presence of magnesium dust, iron catalyzes the cleavage of the
Efficient synthesis of selenoesters from acyl chlorides mediated by CuO nanopowder in ionic liquid
Singh, Devender,Narayanaperumal, Senthil,Gul, Kashif,Godoi, Marcelo,Rodrigues, Oscar Endrigo Dorneles,Braga, Antonio Luiz
scheme or table, p. 957 - 960 (2010/07/14)
Herein, we report an eco-friendly synthesis of selenoesters from acyl chlorides catalyzed by recyclable CuO nanopowder in ionic liquid as a recyclable solvent in good to excellent yields. This protocol shows high efficiency in catalyzing this transformati
Synthesis of substituted Se-phenyl selenocarboxylates from terminal alkynes
Tiecco, Marcello,Testaferri, Lorenzo,Temperini, Andrea,Bagnoli, Luana,Marini, Francesca,Santi, Claudio,Terlizzi, Raffaella
, p. 3447 - 3458 (2007/10/03)
Se-Phenyl selenocarboxylates have been conveniently prepared from (phenylseleno)acetylenes by treatment with p-toluenesulfonic acid monohydrate in dichloromethane. This easy conversion is compatible with a broad range of oxygen- and nitrogen-containing functional groups. The Se-phenyl selenocarboxylates were easily converted into the corresponding esters and amides. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
Phenyl tributylstannyl selenide as a promising reagent for introducion of the phenylseleno group
Nishiyama, Yutaka,Kawamatsu, Hiroaki,Funato, Saori,Tokunaga, Keiji,Sonoda, Noboru
, p. 3599 - 3602 (2007/10/03)
A new synthetic method of organoselenium compounds has been developed. When phenyl tributylstannyl selenide (PhSeSnBu3) was allowed to react with acyl or aroyl chlorides in the presence of a catalytic amount of a palladium complex such as Pd(PPh3)4, Se-phenyl selenol esters were obtained in moderate to good yields. Similarly, the palladium complex catalyzed the reaction of PhSeSnBu3 with α-halo carbonyl compounds to afford the corresponding α-phenyseleno carbonyl compounds in moderate yields.
