7314-73-0Relevant academic research and scientific papers
Using fluoroform for constructing aromatic and heterocyclic trifluoromethylselenyl compounds
Aharon, Cheryl,Rozen, Shlomo
, (2021/09/10)
Fluoroform is used to prepare CuCF3 according to literature procedures. This nucleophilic trifluoromethyl moiety was reacted with aromatic and heterocyclic selenium cyanide derivatives to form the corresponding trifluoromethylselenium compounds. Selenium cyanides were made with 1,3-dicyanotriselenide prepared in situ from malononitrile and selenium dioxide. The electrophilicity of the reagent (δ+SeCN) was enough to attack aniline derivatives at the para position, but with other aromatics it was advantageous to use the corresponding boronic acid as the moiety was easily displaced by the selenium cyanate moiety.
Metal-Free Synthesis of Aryl Selenocyanates and Selenaheterocycles with Elemental Selenium
Huang, Xiao-Bo,Liu, Miao-Chang,Wu, Hua-Yue,Zhang, Xue,Zhou, Yun-Bing
supporting information, p. 944 - 948 (2020/12/18)
This work reports a green method for the synthesis of aryl selenocyanates via a three-component reaction of arylboronic acids, Se powder, and trimethylsilyl cyanide (TMSCN) under metal-free and additive-free conditions. Remarkably, TMSCN acts as not only the substrate, but also the catalyst. Various selenaheterocycles can be also accessed with a catalytic amount of TMSCN.
Synthesis of Monofluoromethyl Selenoethers of Aryl and Alkyl from Organoselenocyanate via One-Pot Reaction
Cao, Yuan,Jiang, Lvqi,Yi, Wenbin
supporting information, p. 4360 - 4368 (2019/08/01)
The first practical and feasible approach for the monofluoromethylselenolation of aryl and alkyl halides via one-pot multistep synthesis using KSeCN and ICFH2 is described. Good yields and broad functional group compatibility were obtained. The successful preparation of monofluoromethylselenolated drug-like compounds good practicability of this method. This protocol offered a number of new monofluoromethyl selenoethers, which would accelerate the use of such compounds in the areas of life science. (Figure presented.).
Metal-Free ipso -Selenocyanation of Arylboronic Acids Using Malononitrile and Selenium Dioxide
Broggi, Julie,Kosso, Anne Roly Obah,Redon, Sébastien,Vanelle, Patrice
supporting information, p. 3758 - 3764 (2019/09/30)
The first ipso -selenocyanation of arylboronic acids is achieved using selenium dioxide and malononitrile under mild conditions. The reaction is successful even without metal or base in DMSO. The major advantages of this new method are an easy set-up, excellent yields, and the use of odorless and inexpensive selenium reagents. Basic conditions subsequently afford new access to diaryldiselenides in good yields without isolating the organoselenocyanate intermediates.
Metal-free synthesis of unsymmetrical organoselenides and selenoglycosides
Guan, Yong,Townsend, Steven D.
supporting information, p. 5252 - 5255 (2017/11/06)
A one-pot, metal-free procedure has been developed to synthesize unsymmetrical organoselenides. In the first step of the reaction, arylation of potassium selenocyanate (KSeCN) with an iodonium reagent proceeds in the absence of a metal catalyst to produce
Synthesis of novel 5-aryl-1H-tetrazoles
Oezkan, Hamdi,Yavuz, Serkan,Disli, Ali,Yildirir, Yilmaz,Tuerker, Lemi
, p. 255 - 258 (2008/02/08)
In this study phenylselenocyanate and some of its derivatives (o-Cl, p-Cl, p-Br, o-NO2, p-NO2, o-CH3, p-CH3, o-COOH, p-COOH, p-OCH3 substituted) were synthesized (3a-3j). The synthesized compounds were converted to 5-aryl-1H-tetrazole (4a-4j), by Et 3N · HCl-NaN3 in toluene, which are a new series of phenylselanyl-1H-tetrazoles. The structure of all the presently synthesized compounds were confirmed using spectroscopic methods (FTIR, 1H NMR, MS).
