260-94-6Relevant articles and documents
N-H Bond Formation in a Manganese(V) Nitride Yields Ammonia by Light-Driven Proton-Coupled Electron Transfer
Wang, Dian,Loose, Florian,Chirik, Paul J.,Knowles, Robert R.
, p. 4795 - 4799 (2019)
A method for the reduction of a manganese nitride to ammonia is reported, where light-driven proton-coupled electron transfer enables the formation of weak N - H bonds. Photoreduction of (saltBu)MnVN to ammonia and a Mn(II) complex has been accomplished using 9,10-dihydroacridine and a combination of an appropriately matched photoredox catalyst and weak Br?nsted acid. Acid-reductant pairs with effective bond dissociation free energies between 35 and 46 kcal/mol exhibited high efficiencies. This light-driven method may provide a blueprint for new approaches to catalytic homogeneous ammonia synthesis under ambient conditions.
Castellano et al.
, p. 3508,3511 (1973)
Copper-catalyzed aerobic oxidative C-H and C-C functionalization of 1-[2-(Arylamino)aryl]ethanones leading to acridone derivatives
Yu, Jipan,Yang, Haijun,Jiang, Yuyang,Fu, Hua
, p. 4271 - 4277 (2013)
Efficient copper-catalyzed aerobic oxidative C-H and C-C functionalization of 1-[2-(arylamino)aryl]ethanones leading to acridones has been developed. The procedure involves cleavage of aromatic C-H and acetyl C-C bonds with intramolecular formation of a diarylketone bond. The protocol uses inexpensive Cu(O2CCF3)2 as catalyst, pyridine as additive, and economical and environmentally friendly oxygen as the oxidant, and the corresponding acridones with various functional groups were obtained in moderate to good yields. Acridone synthesis: Efficient copper-catalyzed aerobic oxidative C-H and C-C functionalization of 1-[2-(arylamino)aryl]ethanones leading to acridones has been developed. The procedure involves cleavage of aromatic C-H and acetyl C-C bonds with intramolecular formation of a diarylketone bond (see scheme). The protocol uses inexpensive Cu(O 2CCF3)2 as catalyst, pyridine as additive, and economical and environmentally friendly oxygen as oxidant. The corresponding acridones with various functional groups were obtained in moderate to good yields. Copyright
Formation of Acridine from the Reaction of Dibenzazepine with Silver(I): Formation of an Aromatic Nitrenium Ion ?
Cann, Michael C.
, p. 1112 - 1113 (1988)
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A Simple Route to C-Functionalised Azaxylylenes and Diazaxylylenes
Fishwick, Colin W. G.,Storr, Richard C.,Manley, Paul W.
, p. 1304 - 1305 (1984)
o-Lithiation of t-butoxycarbonylaniline and 4-t-butoxycarbonylaminopyridine followed by reaction with aldehydes gives t-butoxycarbonylamino alcohols which are converted into azaxylylenes and diazaxylylenes on flash pyrolysis.
Oxidation of N-methyl-9-t-butylacridane by iodosylbenzene catalyzed by tetrakis(pentafluorophenyl) porphyrin iron(III). A tool to investigate the mechanism of the oxidative N-demethylation of aromatic tertiary amines
Baciocchi, Enrico,Lapi, Andrea
, p. 5425 - 5428 (1999)
The PhIO promoted oxidation of N-methyl-9-t-butylacridane (1) catalyzed by tetrakis(pentafluorophenyl) porphyrin iron(III) leads first to 9-t- butylacridane and then to acridine. It is suggested that 1 can represent a reliable machanistic probe to detect the intervention of radical cations in the oxidation of aromatic amines.
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Bernardi et al.
, p. 3575,3580 (1971)
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Photocatalytic degradation of antiepileptic drug carbamazepine with bismuth oxychlorides (BiOCl and BiOCl/AgCl composite) in water: Efficiency evaluation and elucidation degradation pathways
Meribout, Rayene,Zuo, Ying,Khodja, Amina Amine,Piram, Anne,Lebarillier, Stéphanie,Cheng, Jiushan,Wang, Cong,Wong-Wah-Chung, Pascal
, p. 105 - 113 (2016)
The heterogeneous photocatalytic degradation of carbamazepine (CBZ) was investigated in the presence of BiOCl/AgCl composite photocatalyst under simulated sunlight irradiation in water. BiOCl/AgCl composite showed higher photocatalytic activity than pure BiOCl for CBZ degradation. The photocatalytic mechanism analysis was based on byproducts identification by LC–MS-QTof and active species trapping or inhibiting experiments. The results revealed that the first step of the transformation mainly results in an electron transfer implying positive holes and to a lesser extent in hydroxyl radical's involvement. The enhanced photocatalytic performance of BiOCl/AgCl was proved to be related to the suitable conduction and valence band interaction that extends optical response range but also improves the efficient separation of photoinduced electron-hole pairs. BiOCl/AgCl composite totally removed CBZ from natural surface water after 30?min irradiation, suggesting its potential application to wastewater treatments. Eight intermediate products were identified demonstrating that CBZ transformation occurs through two main routes from CBZ radical cation, hydroxylation of ring (aromatic or seven membered rings), followed by further oxidation, rearrangement ring and hydroxylation.
New Gas Phase Reactions of Substituted Benzyl, Phenylaminyl, and Phenoxyl Radicals. Rearrangements to Fused 5- and 6-Membered Heterocyclic Systems
Cadogan, J. I. G.,Hickson, Clare L.,Hutchison, H. Susan,McNab, Hamish
, p. 643 - 644 (1985)
Flash vacuum pyrolysis studies of substituted benzyl, phenylaminyl, and phenoxyl radicals have revealed three new classes of reactions: formation of five-membered ring products via intramolecular abstracion of an aromatic hydrogen atom, formation of six-membered rings via spirodienyl radical intermediates, and isomerisation of o-phenoxybenzyl into o-benzylphenoxyl radicals and vice versa.
Method for realizing oxidative dehydrogenation of nitrogen-containing heterocyclic ring by using biomass-based carbon material
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Paragraph 0010-0011; 0032-0033, (2021/06/26)
The invention provides a method for realizing oxidative dehydrogenation of a nitrogen-containing heterocyclic ring by using a biomass-based carbon material, and belongs to the field of organic synthesis. According to the method, the raw materials of the biomass-based carbon material comprise wheat, sorghum, rice, corn straw, wheat straw, peanut shells, sesame shells, bean shells and the like, and are crushed and then ground into powder, the powder is fully mixed with an inorganic alkali, and calcination is performed in an inert gas atmosphere to prepare the biomass-based carbon material; and by using air as an oxygen source, at a temperature of 50-120 DEG C, oxidative dehydrogenation of nitrogen-containing heterocyclic compounds to synthesize quinoline compounds, isoquinoline compounds, acridine compounds, quinazoline compounds, indole compounds, imine compounds, and even quinoline compounds with pharmaceutical activity can be achieved. According to the present invention, easily available wheat flour is adopted as a raw material to prepare a non-metal catalyst, the alkali is not added during the reaction process, and a remarkable industrial application prospect is achieved.
Synthesis of xanthones, thioxanthones and Acridones by a metal-free photocatalytic oxidation using visible light and molecular oxygen
Chinchilla, Rafael,Torregrosa-Chinillach, Alejandro
, (2021/06/12)
9H-Xanthenes, 9H-thioxanthenes and 9,10-dihydroacridines can be easily oxidized to the corresponding xanthones, thioxanthones and acridones, respectively, by a simple photo-oxidation procedure carried out using molecular oxygen as oxidant under the irradiation of visible blue light and in the presence of riboflavin tetraacetate as a metal-free photocatalyst. The obtained yields are high or quantitative.