31879-47-7Relevant academic research and scientific papers
Electrochemical synthesis of 5-amino-4-benzoyl-3-phenylfuran-2- carbonitrile
Batanero, Belén,Vago, Mariano,Barba, Fructuoso
, p. 1337 - 1342 (2000)
Cathodic reduction of 2-bromo-2-cyanoacetophenone afforded 5-amino-4- benzoyl-3-phenylfuran-2-carbonitrile in an one pot reaction. The process is discussed and all the secondary products are isolated and characterized.
A Facile Transition Metal-Free Ionic Liquid [BMIM]OH Mediated Regio- and Stereoselective Hydrocarboxylation of Alkynylnitriles
Kumari, Chandresh,Goswami, Avijit
, p. 429 - 435 (2020/12/17)
We report an efficient and straight forward access to nitrile substituted enol esters via ionic liquid [BMIM]OH mediated hydrocarboxylation of alkynylnitriles under mild conditions. This atom economical transition metal-free protocol gives an easy access to a variety of such enol esters with excellent regio and Z-stereoselectivity. Reusability of [BMIM]OH without losing of significant amount of yield is another noticeable feature of this article.
New trisubstituted cyanopyrazoles and cyanoscorpionates
Kadel, Lava R.,Kromer, John R.,Moore, Curtis E.,Eichhorn, David M.
, p. 206 - 218 (2017/03/08)
New syntheses are reported to give pyrazoles with cyano substituents at the 4-position of the pyrazole ring and ethyl or isopropyl substituents at the 3-position, as well as pyrazoles with cyano substituents at the 4-position and alkyl/aryl/bromo substituents at both the 3- and 5-positions. Synthesis of scorpionates using tetradecane as a high-boiling solvent has been shown to be more efficient than the melt method and has led to new scorpionates using the newly synthesized pyrazoles. An unexpected complex is isolated in which the Ni(cyclam)2+moiety crystallizes with two cyanoscorpionates as counterions, without binding of the scorpionate ligands to the Ni atom.
A convenient and improved procedure for the cyanation of enamines and 1,3-dicarboxyl compounds
Buttke,Niclas
, p. 3241 - 3248 (2007/10/02)
The direct cyanation of enamines 2a-f using acylsubstituted cyanatobenzenes 1a-c and cyanatoanthraquinone 1d furnishes β-cyanoenamines 3a-f which upon hydrolysis afford the cyanoketones 4a,b. 2-Cyano-1,3-diketones 6a-c are obtained starting from compounds
Reaction of 2-Dimethyaminomethylene-1,3-diones with Dinucleophiles. II. Synthesis of 5-(Alkyl)(Phenyl)-4-acylisoxazoles and 6,7-Dihydro-1,2-benzisoxazol-4(5H)-ones
Menozzi, Giulia,Schenone, Pietro,Mosti, Luisa
, p. 645 - 648 (2007/10/02)
The reaction of open-chain and cyclohexane sym-2-dimethyaminomethylene-1,3-diones with hydroxylamine hydrochloride in refluxing methanol gave in good to moderate yields a series of 5-(alkyl)(phenyl)-4-acylisoxazoles and 6,7-dihydro-1,2-benzisoxazol-4(5H)-ones, respectively.As 3-unsubstituted isoxazoles, all these compounds easily isomerized with sodium methoxide to the corresponding 2-cyano-1,3-diones in high yields.
STUDIES ON AROMATIC NITRO COMPOUNDS. I. REACTION OF 6-NITROQUINOLINE WITH ACTIVE METHYLENE COMPOUNDS IN THE PRESENCE OF BASES
Tomioka, Yukihiko,Mochiike, Akihumi,Himeno, Junko,Yamazaki, Motoyoshi
, p. 1286 - 1291 (2007/10/02)
The reactions of 6-nitroquinoline (I) with some cyanomethylene compounds in the the presence of a base were investigated.I reacted with ethyl cyanoacetate in the presence of potassium cyanide to produce 6-ethoxalylaminoquinoline-5-carbonitrile (IIa) and diethyl 2-cyano-3-(5-cyano-6-quinolylamino)fumarate (IIIa) i 56 and 6.3percent yields, respectively.When potassium tert-butoxide or potassium hydroxide was used as a base, IIa was obtained as a sole product.Potassium hydroxide was the most effective in the formation of IIa (66.5percent).Similarly, the reactions of I with methyl cyanoacetate, p-nitrophenylacetonitrile, ω-cyanoacetophenone and 1-cyanoetylpyrrolidine in the presence of potassium hydroxide gave the 6-aminoquinoline-5-carbonitrile derivatives (IIb, IIc, IId and IIf) corresponding to IIa.In the reaction of I with α-cyanoacetamide, α-cyano-β-carbamoyl-β-(5-cyano-6-quinolylamino)acrylamide (IIIe) and 3-cyano-4-(5-cyano-6-quinolylamino)-1H-pyrrole-2,5-dione (VI) were obtained as minor products together with IIe.Keywords: 6-nitroquinoline; base; cyanomethylene compounds; 6-acylaminoquinoline-5-carbonitriles; hydrolysis; 6-aminoquinoline-5-carbonitrile; acid chlorides
