107553-43-5Relevant academic research and scientific papers
Regioselective synthesis of fused imidazo[1,2- a ]pyrimidines via intramolecular C-N bond formation/6- endo-dig cycloisomerization
Kumar, Atul,Kumar, Mukesh,Maurya, Shivam,Khanna, Ranjana S.
, p. 6905 - 6912 (2014)
An efficient regioselective cascade synthesis of N-fused imidazo heterocycles has been developed. This cascade transformation proceeds via a transition-metal (copper/silver) catalyzed coupling reaction between 2-aminobenzimidazole, aldehydes, and alkynes leading to the formation of propargylamine intermediate, which regioselectively undergoes 6-endo-dig cyclization through intramolecular N-H bond activation interceded C-N bond formation leading to highly functionalized imidazo[1,2-a]pyrimidines in good to excellent yields.
A metal-free regioselective multicomponent approach for the synthesis of free radical scavenging pyrimido-fused indazoles and their fluorescence studies
Palaniraja, Jeyakannu,Roopan, Selvaraj Mohana,Rayalu, G. Mokesh,Al-Dhabi, Naif Abdullah,Arasu, Mariadhas Valan
, (2016)
This study deals with a new and efficient metal-free regioselective synthesis of pyrimido-fused indazoles with nitrogen ring junction motifs. We have developed a metal-free domino type reaction between 3-aminoindazole, aryl aldehydes and aceotophenones in the presence of KOH/DMF that leads to pyrimido[1,2-b]indazole analogues. Response Surface Methodology (RSM) coupled with a Box-Behnken design (BBD) were utilized for exploring the effect of base used (A), temperature of reaction (B) and (C), reaction time. This approach can allow access to a variety of pyrimidoindazole fluorophores and related compounds. The compound N,N-dimethyl-4-(2-phenylpyrimido[1,2-b]indazol-4-yl)aniline (4e) displays the maximum fluorescence intensity at 518 nm and shows a fluorescence quantum yield of 0.068. The synthesized pyramido-fused indazoles have been evaluated for their free radical scavenging activity and compound 4f showed good antioxidant activity.
One-pot synthesis of highly functionalized pyrimido[1,2-b]indazoles via 6-endo-dig cyclization
Palaniraja, Jeyakannu,Roopan, Selvaraj Mohana,Rayalu, G. Mokesh
, p. 24610 - 24616 (2016)
An efficient synthesis of nitrogen ring junction pyrimido-indazoles has been developed. This is a metal catalyzed transformation that proceeds via A3 coupling reaction between 1H-indazol-3-amine, aromatic aldehydes and alkynes, which undergoes
Diverse synthesis of pyrimido[1,2-a]benzimidazoles and imidazo[2,1-b]benzothiazoles via CuI-catalyzed decarboxylic multicomponent reactions of heterocyclic azoles, aldehydes and alkynecarboxylic acids
Wu, Jiarong,Luo, Huan,Wang, Tao,Sun, Huaming,Zhang, Qi,Chai, Yonghai
, p. 1052 - 1063 (2019/01/25)
We have developed a straightforward approach to diverse synthesis of 2,3-, 2,4-disubstituted pyrimido [1,2-a]benzimidazoles, 2,4,10-trisubstituted 2,10-dihydropyrimido [1,2-a]benzimidazoles and 2,3-disubstituted imidazo [2,1-b]benzothiazoles via multicomp
Copper oxide nanoparticle catalysed synthesis of imidazo[1,2-a]pyrimidine derivatives, their optical properties and selective fluorescent sensor towards zinc ion
Rawat, Manish,Rawat, Diwan S.
supporting information, p. 2341 - 2346 (2018/05/23)
Synthesis of biologically active fused imidazo[1,2-a]pyrimidines were achieved via A3 coupling involving 2-aminobenzimidazole, aldehyde and terminal alkyne, followed by 6-endo-dig cyclization using copper oxide nanoparticles under solvent free
Ultrasound assisted one-pot, three-components synthesis of pyrimido[1,2-a]benzimidazoles and pyrazolo[3,4-b]pyridines: A new access via phenylsulfone synthon
Saleh, Tamer S.,Eldebss, Taha M.A.,Albishri, Hassan M.
experimental part, p. 49 - 55 (2012/04/10)
A simple, facile, efficient and three-components procedure for the synthesis of pyrimido[1,2-a]benzimidazoles and pyrazolo[3,4-b]pyridines utilizing phenylsulfone synthon, under ultrasonic irradiation was developed.
Condensed imidazo-1,2,4-azines. 31*. Synthesis and chemical transformations of substituted 1,2,4-triazepino[2,3-a]benzimidazoles
Kruglenko,Gnidets,Klyuev,Povstyanoi
, p. 598 - 606 (2007/10/03)
By reaction of 1,2-diaminobenzimidazole with 1,3-diketones, acetoacetic ester and its derivatives, we have synthesized substituted 1,2,4-triazepino[2,3-a]benzimidazole and 5H-1,2,4-triazepino[2,3-a]-benzimidazol-4-one. By reaction of 5H-2-methyl-1,2,4-triazepino[2,3-a] benzimidazol-4-one with aromatic aldehydes or phenyldiazonium chloride, we have obtained 3-arylidene(phenylazo) derivatives of this compound, and by reaction with P2S5 we have obtained 5H-2-methyl-1,2,4-triazepino[2,3-a]-benzimidazole-4-thione. We have shown that when reacted with ammonia, primary or secondary amines, the latter forms 4-amino-substituted 2methy-1,2,4-triazepino[2,3-a] benzimidazole.
OXIDATIVE AND BASIC TRANSFORMATIONS OF SOME 1-HETEROARYLOLIGOPHENYLPYRIDINIUM SALTS. LIMITATIONS TO THE APPLICABILITY OF FERRICYANIDE OXIDATION
Bohm, Stanislav,Kubik, Richard,Nemecek, Jan,Kuthan, Josef
, p. 1672 - 1683 (2007/10/02)
Ferricyanide oxidation of 2,3,4,6-tetraphenyl-1-(2'-pyridyl)pyridinium perchlorate (III) gave, in addition to the biheterocyclic product Ib,two pyrrole derivatives IIb and IIc and in some conditions also the diketone IV.Additional pyrrole derivatives, VII
CYCLOCONDENSATIONS OF CHALCONES WITH 2-AMINO- AND 1,2-DIAMINOBENZIMIDAZOLES
Desenko, S. M.,Orlov, V. D.
, p. 894 - 898 (2007/10/02)
2,4-Diaryl-1,4-dihydropyrimidobenzimidazoles were obtained by the reaction of 2-aminobenzimidazole with chalcones, and their heteroaromatization was accomplished.The condensation of 1,2-diaminobenzimidazole with unsymmetrically substituted chalcones, which leads to substituted pyrimidobenzimidazoles, was studied.The specificity of this reaction was ascertained by means of alternative synthesis.
A Simple Regioselective Synthesis of Pyrimidobenzimidazoles
Tseng, Shin-Shyong,Epstein, Joseph W.,Brabander, Herbert J.,Francisco, Gerardo
, p. 837 - 843 (2007/10/02)
2-Aminobenzimidazoles were reacted with enaminones in acetic acid to give pyrimidobenzimidazoles.With a substituted enaminone only one regioisomer was obtained.Structural assignments based on nmr and uv spectroscopy are presented.Possible pathways
