124571-67-1Relevant academic research and scientific papers
Increasing Scope of Clickable Fluorophores: Electrophilic Substitution of Ylidenemalononitriles
De Souza, Juliana M.,Abdiaj, Irini,Chen, Jiaqi,Hanson, Kenneth,De Oliveira, Kleber T.,McQuade, D. Tyler
, p. 11822 - 11834 (2020)
Recently, we demonstrated that ylidenemalononitriles (YMs) react with amines to form cyclic amidines and that the starting linear YMs are nonemissive in solution and the cyclic amidines are fluorescent. These turn-on systems were of interest to us because of their potential as biosensors and synthons for accessing functionalized pyridines. While our original method was promising, several limitations persisted, including access to more functionalized and polar-solvent-soluble structures as well as increased control over the rate of cyclization. Herein, we report a new approach that allows the electrophilic substitution of YMs. These substituted YMs exhibit faster turn-on rates, color tunability, access to polar-solvent-soluble species, and increased control over cyclization rate. This allowed us to significantly expand the fluorophore's chemical space.
Solventless convenient synthesis of new cyano-2-aminopyridine derivatives from enaminonitriles
Villemin, Didier,Belhadj, Zahira,Cheikh, Nawel,Choukchou-Braham, Noureddine,Bar, Nathalie,Lohier, Jean-Fran?ois
, p. 1664 - 1668 (2013/03/28)
A synthesis of novel 4-substituted-3-cyano-2-aminopyridines using enaminonitriles and various primary amines was established under microwave irradiation and solvent-free conditions. Structures of the new compounds were characterized by IR, MS, 1/sup
Gas-phase pyrolysis of 2-heteroaromatic-1-dimethylaminoethylenes: kinetic and mechanistic study
Elnagdi, Mohamed H.,Al-Awadi, Nouria A.,Kumar, Agith,Khalik, Mervat Abdul
, p. 47 - 51 (2007/10/03)
Gas-phase pyrolysis reactions of 4(2′-dimethylaminoethenyl)-2-oxo-2H- benzo[b]pyran-3-carbonitrile (1), 4(2′-dimethylaminoethenyl)-2-oxo-2H- naphtho[1,2-b]pyran-3-carbonitrile (2), 1,6-dihydro-4-(2′-dimethylaminoethenyl)-6- oxo-1-phenylpyridazine-3,5-dica
Reactions between 1,1-dicyano-2-phenylallyl anion and some substituted trifluoromethanesulfonates. Part 2. Kinetics and mechanism
Karlsen, Hege,Kolsaker, Per
, p. 487 - 492 (2007/10/03)
The reaction between 1,1-dicyano-2-phenylallyl anion (potassium salt) (1) and N1,N2,N2-trimethyl-N 1-(2,2-dimethylpropionyl)amidinium triflate (2a) in acetonitrile was monitored by HPLC. The reaction between the
Reaction between 2-phenyl-1,1-dicyanoallyl anion and N-methyl-2,2-dimethylpropionitrilium and N1,N2,N 2-trimethyl-2,2-dimethylpropionylamidinium trifluoromethanesulfonates
Kolsaker, Per,Karlsen, Hege,Romming, Christian
, p. 623 - 632 (2007/10/03)
The reaction of 2-phenyl-1,1-dicyanoallyl anion with N-methyl-2,2-dimethylpropionitrilium ion (2) in acetonitrile solution resulted in formation of [3-(N-methylamino)-4,4-dimethyl-1-phenyl-2-pentenylidene]propanedinitrile (6), which at elevated temperatur
A Simple Synthesis of Amphimedine
Prager, Rolf H.,Tsopelas, Chris,Heisler, Teresa
, p. 277 - 285 (2007/10/02)
The marine alkaloid amphimedine has been synthesized by a short sequence of reactions commencing from the known indenopyridinedione (2).Reaction with 4-pyridillithium, followed by hydrazoic acid treatment, gave 5-(4-pyridyl)-3,6-phenanthrolin-4(3H)-one (1
A 'Biogenetic Like' Synthesis of Perloline, 6-(3,4-dimethoxyphenyl)-5-hydroxy-5,6-dihydrobenzonaphthyridin-4(3H)-one
Duong, Thach,Prager, Rolf H.,Were, Stephen T.
, p. 1431 - 1440 (2007/10/02)
9H-Indenopyridine-1(2H),9-dione, prepared by a new efficient route, reacts with 3,4-dimethoxyphenyllithium to form the keto alcohol (7), which rearranges with hydrazoic acid to form 5-(3,4-dimethoxyphenyl)benznaphthyridin-4(3H)-one.The N-oxide photolyses smoothly to yield dehydroperloline as the sole product.
