6673-15-0Relevant articles and documents
Eco-friendly and recyclable media for rapid synthesis of tricyanovinylated aromatics using biocatalyst and deep eutectic solvent
Sanap, Anita Kailas,Shankarling, Ganapati Subray
, p. 58 - 62 (2014/03/21)
An efficient and clean synthesis of aromatic tricyanovinyl compounds from nucleophilic reagent and tetracyanoethylene has been achieved using biocatalyst and deep eutectic solvent (DES). Reaction using biocatalyst and DES requires lesser reaction time than conventional method. The advantages of the present method are ambient reaction temperature, easy isolation of the product, higher yield, recyclability of the catalyst, and reactions without use of hazardous, volatile organic solvent. The DES as well as biocatalyst were recycled efficiently without any additional treatment. Synthesized compounds were also studied for UV-vis absorption and show solvatochromism.
Reactions of 2′-oxo-1′,2′-dihydrospiro[cyclopropane-1, 3′-indole]-2,2,3,3-tetracarbonitriles with nucleophiles
Kayukov, Ya. S.,Kayukova,Kalyagina,Bardasov,Ershov,Nasakin,Tafeenko
experimental part, p. 392 - 401 (2011/06/21)
2′-Oxo-1′,2′-dihydrospiro[cyclopropane-1,3′-indole] -2,2,3,3-tetracarbonitriles reacted with oxygencentered nucleophiles to form addition products at the cyano groups with conservation of the three-membered ring. Reactions of the title compounds with alcohols required the presence of base catalyst, and the products, 2-amino-4,4-dialkoxy-2′-oxo-1′, 2′-dihydrospiro[3-azabicyclo[3.1.0]hex-2-ene-6,3′-indole]-1, 5-dicarbonitriles, were converted into the corresponding 2-imino-2′,4- dioxospiro[3-azabicyclo[3.1.0]hexane-6,3′-indole]-1,5-dicarbonitriles and 2,2′,4-trioxospiro[3-azabicyclo[3.1.0]hexane-6,3′-indole]-1, 5-dicarbonitriles by the action of acetic and sulfuric acids, respectively. The reactions with ketone oximes occurred in the absence of a catalyst, yielding 2-amino-4,4-bis(alkylideneaminooxy)-2′-oxo-1′,2′- dihydrospiro[3-azabicyclo[3.1.0]hex-2-ene-6,3′-indole]-1, 5-dicarbonitriles. The reactions with thiols, aliphatic amines, and anilines were accompanied by opening of the three-membered ring. In the reactions with triphenylphosphine and thiols 2-(2-oxo-2,3-dihydro-1H-indol-3-ylidene) malononitrile was obtained, while morpholine and N,N-dimethylaniline gave rise, respectively, to 3,3-diaryl-and 3,3-dimorpholino-1H-indol-2(3H)-ones and tri- and dicyanoethylene derivatives.
Triselenium dicyanide from malononitrile and selenium dioxide. One-pot synthesis of selenocyanates
Kachanov, Andrey V.,Slabko, Oleg Yu.,Baranova, Olga V.,Shilova, Evgenia V.,Kaminskii, Vladimir A.
, p. 4461 - 4463 (2007/10/03)
Triselenium dicyanide is formed by the interaction of malononitrile and selenium dioxide in dimethylsulfoxide or dimethylformamide. Addition of aromatic amines, indoles and some active methylene compounds to this reaction mixture gives the corresponding s
