52056-08-3Relevant academic research and scientific papers
Arylation of n-hexylthiol and n-hexyl phenyl sulfide using diphenyliodonium triflate: Synthetic and mechanistic aspects - Application to the transformation of n-hexylthiol to n-hexylselenide
Krief, Alain,Dumont, Willy,Robert, Michael
, p. 484 - 486 (2006)
n-Hexyl diphenylsulfonium triflate has been efficiently prepared from n-hexylthiol and diphenyliodonium triflate and has been efficiently transformed to n-hexyl selenide. Georg Thieme Verlag Stuttgart.
A fast and direct iodide-catalyzed oxidative 2-selenylation of tryptophan
Gao, Yu-Ting,Liu, Shao-Dong,Cheng, Liang,Liu, Li
supporting information, p. 3504 - 3507 (2021/04/12)
A metal-free 2-selenylation of tryptophan derivatives is reported, where the use of iodide as the catalyst and oxone as the oxidant is key to obtain high yields. Various functional groups within the di-seleny and the indole ring are tolerated, and no racemization is generally observed.
Selenium-containing compound and preparation and application thereof
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Paragraph 0343-0348, (2021/03/30)
The invention discloses a compound shown as a formula (I), or a pharmaceutically acceptable salt, enantiomer, diastereoisomer, raceme, solvate, hydrate, polymorph, prodrug or isotope variant thereof,a mixture of the substances, and a novel selenium-contai
An efficient and practical method for the selective synthesis of sodium diselenide and diorganyl diselenides through selenium reduction
Lim, Yoo Jin,Shin, Na Hye,Kim, Chorong,Kim, Ye Eun,Cho, Hyunsung,Park, Myung-Sook,Lee, Sang Hyup
, (2020/11/19)
Studies on an efficient and practical method for the selective synthesis of diorganyl diselenides over diorganyl selenides are presented. Considering the discrepancies between reports on organoselenium compounds, we wanted to establish a tolerable synthetic method for diorganyl diselenides and investigate their characteristics. We optimized reaction conditions for sodium diselenide preparation using selenium, NH2NH2·H2O, and NaOH and, by treating the obtained sodium diselenide with various alkyl or aryl halides, achieved the selective synthesis of diorganyl diselenides in modest to good yields (57–88%) with good reproducibility. We further studied the mechanistic implication, the effects of solvent changes, and the stability of diorganyl diselenides.
A Scalable Process for the Synthesis of 1,2-Dialkyldiselanes and 1-Alkaneselenols
Cooksey, John P.,Kocieński, Philip J.,Blacker, A. John
supporting information, p. 2571 - 2575 (2019/11/14)
A four-step telescoped process for the synthesis of 1-alkaneselenols entails (1) the rapid formation of potassium selenocyanate from potassium cyanide and selenium in methanol, (2) the nucleophilic substitution of bromoalkanes or alkyl tosylates with potassium selenocyanate, (3) the mild base-catalyzed conversion of the resultant 1-alkaneselenocyanates to 1,2-dialkyldiselanes (the Krief reaction), and (4) the reduction of the resultant 1,2-dialkyldiselanes with hypophosphorous acid to give the desired 1-alkaneselenols. The process has been used to produce 1-octaneselenol on a 10.4 mol scale. Nine examples of the process are described.
Sterically encumbered hexakis(alkylseleno)benzenes: conformational behavior of hexakis(iso-propylselenomethyl)benzene toward Hg2+ ions on selective recognition
Singh, Jai Deo,Maheshwari, Monika,Khan, Shabana,Butcher, Raymond J.
, p. 117 - 121 (2008/04/13)
An efficient synthesis and structural aspects of a novel class of hexakis(alkylseleno)benzenes [(RSeCH2)6C6] (R = Me, iPr, nBu, sBu, tBu, nPn, nHx, nOct, 1-methylnaphthalene) by the reaction of hexakis(bromomethyl)benzene with RSe- ions is demonstrated. Preliminary data on ion-sensing properties reveal that these species may act as selective ionophores for Hg2+ ions.
A preparation of alkyl or alkenyl N,N-dimethylchalcogenocarbamates and their one-step conversion into symmetrical dialkyl or dialkenyl dichalcogenides
Shimada, Kazuaki,Oikawa, Seiji,Nakamura, Hidenori,Moro-Oka, Akiko,Kikuchi, Miho,Maruyama, Akiko,Suzuki, Takahiro,Kogawa, Hisashi,Inoue, Yukiko,Gong, Yaling,Aoyagi, Shigenobu,Takikawa, Yuji
, p. 899 - 905 (2007/10/03)
Alkyl or alkenyl N,N-dimethylchalcogenocarbamates were easily prepared by a stepwise treatment of bis(N,N-dimethylcarbamoyl) dichalcogenides with NaH or NaBH4, followed by various alkylating agents or acetylenes bearing electron-withdrawing sub
Synthesis of primary-alkyl selenols and selenides from primary-alkyl thiols involving diphenyl sulfonium salts
Krief, Alain,Dumont, Willy,Robert, Michael
, p. 2167 - 2168 (2007/10/03)
Hexyl thiol has been transformed to hexyl selenol and related selenides and selenocyanate by substitution of the corresponding hexyldiphenylsulfonium tetrafluoroborate with selenium nucleophiles. The Royal Society of Chemistry 2005.
Conditions-driven selective synthesis of selenides and selenols from elemental selenium
Krief, Alain,Trabelsi, Mahmoud,Dumont, Willy,Derock, Michel
, p. 1751 - 1754 (2007/10/03)
Sodium borohydride in DMF is able to reduce elemental selenium in the presence of ethanol. Alkylation of the species resulting from the reaction of 2:1 molar equivalents of NaBH4/Se allows the selective synthesis, under very mild conditions, of symmetrical dialkyl selenides. Addition of formic acid, prior to that of the electrophile, permits the synthesis of the corresponding selenols.
Synthesis of diselenides and selenides from elemental selenium
Krief, Alain,Derock, Michel
, p. 3083 - 3086 (2007/10/03)
Sodium hydride is able to reduce elemental selenium to sodium diselenide (Na2Se2), but not to sodium selenide (Na2Se). Dialkyl diselenides and even dialkyl selenides, including unsymmetrical dialkyl selenides, can be nevertheless synthesized using the proper Se/NaH ratio (1/1 or 1/2).
