By condensation of quinolin-5-amine with 5-arylfuran-2-carbaldehydes and cyclohexane-1,3-dione or dimedone new compounds were synthesized, 10,10-dimethyl-7-(5-arylfuran-2-yl)-9,10,11,12-tetrahydrobenzo[b][1,7]phenanthrolin-8(7H)-ones unsubstituted in the position 10.
A novel and facile iron‐catalyzed tandem annulation of o‐phenylenediamines and diazocarbonyls in water for the construction of polyfunctionalized quinoxalines has been developed. The key strategy includes the one‐pot domino N−H insertion, cyclization, and oxidation reactions. This protocol of...
The electrocatalytic reduction of carbon dioxide can yield several products depending on the thermodynamic potential applied and the number of electrons transferred. Typical products resulting from the two-electron reduction of carbon dioxide are carbon monoxide and formic acid. Metal complexe...
New substituted 3-amino-5,7,8-trihalo-6-hydroxycinnoline-4-carbonitriles 7 and 8 and the 3-amino-5-chloro-6-hydroxy-benzo[h]cinnoline-4-carbonitrile 9 were synthesized in two-steps starting from tetrahalo-1,4-benzoquinones or dichloro-1,4-naphthoquinones, malononitrile and hydrazine.
The reaction of [(C 6 H 6 )RuCl 2 ] 2 with 7,8-benzoquinoline and 8-hydroxyquinoline in methanol were performed. The obtained complexes have been studied by IR, UV–VIS, 1 H and 13 C NMR spectroscopy and X-ray crystallography. In the reaction with ...
The fluorescence excitation spectra and single vibronic level fluorescence spectra of jet-cooled phenanthridine and 7,8-benzoquinoline are reported. These spectra are entirely of molecular origin, as revealed by their dependence on the conditions of supersonic expansion (partial pressure of subs...
A series of platinum complexes, [Pt(7,8-bzq)(dppm)](PF 6 ), [Pt(7,8-bzq)(dppe)](PF 6 ) and [Pt(7,8-bzq)(dppp)](PF 6 ), which vary only in the number of carbon atoms bridging two diphenyl phosphine ligands, have been synthesized and their structures have been determined by...
This paper describes the grafting of benzo[c]cinnoline (BCC) molecules on glassy carbon (GC) electrode surface. The attachment of BCC molecules to carbon substrate is induced by the electrochemical reduction of the corresponding diazonium salt. The modification of GC with BCC diazonium salt was ...
The base‐promoted homolytic cross‐coupling reaction of nitroarenes and anilines involving single electron transfer and leading to benzo[c]cinnoline oxides reported by Sythana et al. (S. K. Sythana, S. Unni, Y. M. Kshirsagar, P. R. Bhagat, Eur. J. Org. Chem.2014, 311) was shown to be incorrect....
An organocatalytic oxidation platform that capitalizes on the capacity of hydrazines to undergo rapid autoxidation to diazenes is described. Commercially available benzo[c]cinnoline is shown to catalyze the oxidation of alkyl halides to aldehydes in a novel mechanistic paradigm involving nucleop...
Condensation of vanillin esters of aliphatic acids with 6-aminoquinoline and cyclic c-diketones (1,3-cyclohexanedione and dimedone) afforded new 2-methoxy-4-(11-oxo-7,8,9,10,11,12-hexahydrobenzo[b][4,7]phenanthrolin-12-yl)phenyl esters of carboxylic acids.
By condensation of 5-phenyl-1,3-cyclohexanedione with 6-quinolylamine and aldehydes of aromatic, heterocyclic, and cyclohexene series new 12-aryl(heteryl, cyclohexenyl)-9-phenyl-8,9,10,12-tetrahydro-7H-benzo[b][4,7]phenanthrolin-11-ones were prepared. The presence of diastereomers in the target ...
It seems that many σ ligands have been designed from known sigma ligands. We focused on a difference in structural flexibility between haloperidol and apomorphine, and studied chemical modification of apomorphine, a compound with high affinity for dopamine D2 receptors but not for σ receptors,...
We have described the palladium‐catalyzed regioselective cascade synthesis of phenanthridines and 6‐arylethynylphenanthridines in good to excellent yields from a reaction between Morita–Baylis–Hillman (MBH) acetates and terminal alkynes. These cascade reactions are temperature controlled and...
A series of novel benzo[c]phenanthridine derivatives and bearing an alkylamino side chain at their 6‐position were synthesized. All of the target compounds were confirmed by 1H NMR, 13C NMR, and HRMS, and some of them were also characterized by IR and 19F NMR. The preliminary bioassays showed...
The Suzuki–Miyaura coupling reaction between (1,4,5‐trimethoxynaphthalen‐2‐yl)boronic acid and 2‐iodo‐3‐methoxy‐5‐methylbenzaldehyde gave the intermediate 3‐methoxy‐5‐methyl‐2‐(1,4,5‐trimethoxynaphthalen‐2‐yl)benzaldehyde. Conversion of this benzaldehyde into the alkyne 2‐(2‐e...
An efficient approach for the synthesis of 1,2,3,4,5,6‐hexahydrobenzo[f]isoquinolines via a tandem aza‐Prins/Friedel–Crafts cyclization from 2‐arylethyl‐2,3‐butadienyl tosylamides and aldehydes has been developed. This iron(III) chloride‐catalyzed cascade cyclization at the room temperatu...
The optical properties of 1,2;8,9-dibenzopentacene molecules in different environments, namely solutions, solid solutions, and thin films, focusing on the shift of the electronic levels as a function of the dielectric properties of the surrounding media are investigated. In all cases, we find th...
We have prepared potassium intercalated 1,2;8,9-dibenzopentacene films under vacuum conditions. The evolution of the electronic excitation spectra upon potassium addition as measured using electron energy-loss spectroscopy clearly indicate the formation of particular doped phases with compositio...