60466-40-2Relevant academic research and scientific papers
O-(tert-butyl) Se-phenyl selenocarbonate: A convenient, bench-stable and metal-free precursor of benzeneselenol
Temperini, Andrea,Siciliano, Carlo
, (2020/06/17)
A study by our laboratory shows that air, light and moisture stable O-(tert-butyl) Se-phenyl selenocarbonate could be employed as a safer, practical and efficient alternative to generate “in situ” benzeneselenol or benzeneselenolate anion under different and transition metal-free conditions. This procedure seems to be of general application since the nucleophilic selenium species obtained can be trapped by electrophiles such as alkyl halides, epoxides and electron-deficient alkenes and alkynes under different reaction conditions.
Gem-Heterosubstituted (stannyl)methylsilanes as synthetic equivalents of functionalized α-stannyl(methyl) anions
Tanini, Damiano,Nocentini, Tiziano,Capperucci, Antonella
, p. 99 - 113 (2020/02/13)
α-Heterosubstituted silyl derivatives, such as phenylthio-, phenylseleno- and benzotriazolyl-stannyl silanes, react with aldehydes under tetra-n-butylammonium fluoride (TBAF) catalysis, leading to α-substituted-βhydroxy stannanes, able to behave as precursors of Z- and E-olefins, generated by deoxystannylation. This reactivity shows the capability of such heterosubstituted silanes to act as masked carbanions through a mild functionalization of the carbon-silicon bond.
Selenolation of Aryl Iodides and Bromides Enabled by a Bench-Stable PdI Dimer
Senol, Erdem,Scattolin, Thomas,Schoenebeck, Franziska
supporting information, p. 9419 - 9422 (2019/04/30)
The use of an air- and moisture-stable dinuclear PdI complex as an efficient catalyst for the formation of C(sp2)?SeR bonds is here reported. The privileged reactivity of the PdI dimer allows for the direct use of selenolates as nucleophiles in the cross-coupling. Although previous methodologies suffer from catalyst poisoning through the formation of Pd-ate complexes, the mechanistically distinct dinuclear PdI catalyst circumvents this challenge. A wide variety of aryl bromides and iodides were efficiently coupled under relatively mild reaction conditions with broad functional group tolerance. Mechanistic and computational data are presented in support of direct PdI reactivity.
Composition for preventing or treating cancer comprising novel selenobenzene compound
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Paragraph 0086; 0092-0097; 0099, (2018/06/20)
The present invention relates to a composition for preventing or treating cancer comprising, as an active ingredient, a novel selenobenzene compound represented by chemical formula 1. The selenobenzene compound according to the present invention inhibits
Superparamagnetic copper ferrite nanoparticles catalyzed aerobic, ligand-Free, regioselective hydroboration of alkynes: Influence of synergistic effect
Mohan, Balaji,Park, Kang Hyun
, p. 78 - 84 (2016/04/05)
We discovered a general and comprehensive approach for the regioselective hydroboration of terminal and internal alkynes to synthesize vinylboronates using inexpensive and magnetically separable copper ferrite nanoparticles at low catalyst loading using Bis(pinacolato)diboron in the absence of ligand and additives, under mild and greener conditions. A diverse range of functional groups was tolerated in the reaction, including allene and enones, and the corresponding boronates were obtained in high yields under air. Moreover, the assynthesized alkenylboronates were used as precursors to prepare wide variety of vinylorgano chalcogenides regioselectively, in high yields. The present protocol enable the conversion of Csp-H bonds to make Csp2-B bonds via activation of B-B bond, followed by formation of Csp2-Se (Te or S) bonds via activation of Se (Te or S)- Se (Te or S) bonds in a regioselective manner. Deuterium isotope labeling studies showed that the proton source of vinyl boronate stem from the solvent employed.
METHOD OF PREPARING CORE-SHELL COPPER NANOPARTICLES IMMOBILIZED ON ACTIVATED CARBON AND METHOD OF PREPARING CHALCOGENIDE COMPOUND USING NANOPARTICLES AS CATALYST
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Paragraph 0056; 0065, (2016/11/14)
Disclosed herein is a method of preparing a Cu/Cu2O core-shell copper nanoparticle catalyst having high catalytic activity from [Cu3(BTC)2] and NaBH4 via a simple chemical reduction method. Also disclosed is a method of preparing a chalcogenide compound by using the nanoparticle catalyst as a heterogeneous catalyst in a cross-coupling reaction between a chalcogenide precursor compound and a boron-containing compound. The disclosed cross-coupling reaction is performed via a simple process, and the disclosed nanoparticle catalyst is compatible with various substrates under mild reaction conditions and exhibits excellent recyclability without a reduction in catalytic activity.
A recyclable biphasic system for stereoselective and easily handled hydrochalcogenations
Tidei, Caterina,Sancineto, Luca,Bagnoli, Luana,Battistelli, Benedetta,Marini, Francesca,Santi, Claudio
supporting information, p. 5968 - 5975 (2015/03/30)
Vinyl selenides and vinyl sulfides were prepared by hydrochalcogenation of alkynes with selenols and thiols generated in situ by the reduction of the corresponding diselenides and disulfides with elemental zinc in a biphasic acidic medium. The yields, ste
Transition-metal free synthesis of diaryl vinyl selenides: A simple synthetic approach with high selectivity
Mohan, Balaji,Hwang, Sori,Woo, Hyunje,Park, Kang Hyun
, p. 2699 - 2702 (2014/04/17)
A simple, highly efficient synthetic protocol is developed for the synthesis of unsymmetrical diaryl vinyl selenides from diaryldiselenide and β-bromo styrene under transition-metal free conditions in N,N′-dimethyl propylene urea and 130 °C to afford high yields and excellent selectivities. This method provides a new strategy to fabricate a wide variety of important substituted molecular skeletons and an alternative to conventionally used metal salts, additives, and ligands.
Glycerol as a promoting medium for cross-coupling reactions of diaryl diselenides with vinyl bromides
Gonalves, Loren C.,Fiss, Gabriela F.,Perin, Gelson,Alves, Diego,Jacob, Raquel G.,Lenard?o, Eder J.
supporting information; experimental part, p. 6772 - 6775 (2011/02/24)
We described herein the use of glycerol as a novel solvent in the cross-coupling reaction of diaryl diselenides with vinyl bromides catalyzed by CuI. This cross-coupling reaction was performed with diaryl diselenides and (Z)- or (E)-vinyl bromides bearing electron-withdrawing and electron-donating groups, affording the corresponding vinyl selenides in good to excellent yields. The mixture glycerol/catalyst can be directly reused for further cross-coupling reactions.
Copper-catalyzed stereoselective synthesis of vinyl selenides under ligand-free conditions
Reddy, Vutukuri Prakash,Kumar, Akkilagunta Vijay,Rao, Kakulapati Rama
experimental part, p. 212 - 214 (2010/08/20)
A mild and efficient protocol for the stereoselective synthesis of vinyl selenides catalyzed by CuO nanoparticles as recyclable catalyst under ligand-free conditions is reported. This methodology results in the synthesis of a variety of vinyl selenides in excellent yields with retention of stereochemistry.
