- Superacid-promoted synthesis of quinoline derivatives
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A series of vinylogous imines have been prepared from anilines and cinnamaldehydes. These substrates react in superacidic media to provide quinolines and related compounds. A mechanism for the conversion is proposed which involves the cyclization of dicationic superelectrophilic intermediates. Aromatization of the quinoline ring is thought to occur by superacid-promoted elimination of benzene.
- Klumpp, Douglas A.,Stentzel, Michael R.,Vuong, Hein
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supporting information
(2020/01/24)
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- Insertion of Nitriles into Zirconocene 1-aza-1,3-diene Complexes: Chemoselective Synthesis of N-H and N-Substituted Pyrroles
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The direct insertion of nitriles into zirconocene-1-aza-1,3-diene complexes provides an efficient, chemoselective, and controllable synthesis of N-H and N-substituted pyrroles upon acidic aqueous work-up. The outcome of the reaction (that is, the formatio
- Yu, Shasha,Xiong, Meijun,Xie, Xin,Liu, Yuanhong
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supporting information
p. 11596 - 11599
(2016/02/19)
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- Solvent-free synthesis, DNA-topoisomerase II activity and molecular docking study of new asymmetrically N,N′-substituted ureas
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A new series of asymmetrically N,N′-substituted ureas 20-25 was prepared using solvent free conditions, which is an eco-friendly methodology, starting with Schiff bases derived from cinnamaldehyde and p-substituted anilines, which are subsequently submitt
- Andressa, Esteves-Souza,Rodrigues-Santos, Claudio E.,De Nigris Del Cistia, Catarina,Da Silva, Daniel Rosa,Sant'Anna, Carlos Mauricio R.,Echevarria, Aurea
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p. 12882 - 12894
(2013/02/22)
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- A modular approach to α,β-unsaturated N-aryl ketonitrones
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A modular approach to α,β-unsaturated N-aryl ketonitrones has been developed. Specifically, condensation of anilines and enals followed by alkylation of the resulting α,β-unsaturated imines provided N-allyl anilines, which were subjected to oxidation with
- Hood, Tyler S.,Bryan Huehls,Yang, Jiong
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supporting information; experimental part
p. 4679 - 4682
(2012/09/05)
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- Synthetic and mechanistic studies of indium-mediated allylation of imines in ionic liquids
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(Chemical Equation Presented) Aldimines derived from aryl and non-enolizable aliphatic aldehydes were allylated with allyl bromide mediated by indium powder in [bpy][BF4] (bpy = N-butylpyridine) to give good yields of the corresponding homoallylic amines. Selective formation of monoallylated amines can be achieved by varying the amount of bromide ion additive in the form of [bpy][Br]. The transient organoindium intermediates, allylindium-(I) and allylindium(III) dibromide formed in the reaction, were studied by NMR spectroscopy to explain the selectivity.
- Man, Chun Law,Tin, Wai Cheung,Wong, Kwok-Yin,Tak, Hang Chan
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p. 923 - 929
(2007/10/03)
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- Stereoisomeric Styryl-substituted Pyrrolidines, 3,7-Diazobicyclo[3.3.0]octanes and 2-Styrylpyrroles from Cinnamaldehyde Iminium-N-methanide 1,3-Dipoles
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The reaction of cinnamaldehyde N-aryliminium methanide 1,3-dipoles with dimethyl maleate, dimethyl fumarate and some N-arylmaleimides gives equal mixtures of stereoisomeric substituted pyrrolidines and a route to 2-styrylpyrroles with dimethyl acetylene-d
- Butler, Richard N.,Farrell, Derval M.
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- Reactivity of Imines Towards 3-Trifloxypropeniminium and Propyniminium Triflates
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The imines 5 and 11 react with 3-trifloxypropeniminium triflates 1a-d to afford the heterocyclic iminium salts 8, 9, 13, 15, and 17, respectively, or the propeniminium salt 21.Propyniminium triflates 22, 24 react with imines by initial conjugated addition
- Rahm, Rainer,Maas, Gerhard
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p. 1295 - 1304
(2007/10/02)
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