- A Concise Formal Total Synthesis of Mappicine and Nothapodytine B via an Intramolecular Hetero Diels-Alder Reaction
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A six-step formal total synthesis of a natural alkaloid, mappicine (3), has been achieved. The highlight of our synthetic strategy is an intramolecular hetero Diels-Alder reaction that was used for the construction of the CD ring system of mappicine (3). In addition, it was demonstrated that the Sonogashira coupling reaction of 2-chloro-3-hydroxymethylquinoline (8c) with trimethylsilylacetylene proceeded at room temperature in excellent yield.
- Toyota, Masahiro,Komori, Chiyo,Ihara, Masataka
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- Design, synthesis, and docking study of new quinoline derivatives as antitumor agents
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New quinolines substituted with various heterocycles and chalcone moieties were synthesized and evaluated as antitumor agents. All the synthesized compounds were in vitro screened against 60 human cancer cell lines. Compound 13 showed the highest cytotoxi
- Nasr, Eman E.,Mostafa, Amany S.,El-Sayed, Magda A. A.,Massoud, Mohammed A. M.
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- Synthesis of new 3-(2-Chloroquinolin-3-yl)-5-phenylisoxazole derivatives via click chemistry approach
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Herein, we report the synthesis of new substituted 3-(2-chloroquinolin-3- yl)-5-phenylisoxazole (3a-j) by click chemistry in good to moderate yields. This approach is based on the regioselective copper(I)-catalyzed cycloaddition between different nitrile oxides derived from 2-chloroquinoline- 3-carbaldehyde (2a-j) and phenylacetylene. Finally these derivatives were screened for their antibacterial evaluation in vitro against three Gram-negative clinical bacteria: Escherichia coli, Pseudomonas aeruginosa and Acinetobacter baumannii using standard methods.
- Ferna?ndez-Galleguillos, Carlos,Saavedra, Luis A.,Gutierrez, Margarita
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p. 365 - 371
(2014/02/14)
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- Synthesis and DNA cleavage studies of novel quinoline oxime esters
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New 2-chloro-3-formyl quinoline oxime esters were synthesized by the reaction of 2-chloro-3-formyl quinoline oximes with various benzoyl chlorides in the presence of triethyl amine and dichloromethane at 0 °C. The DNA photo cleavage studies of some new ox
- Bindu,Mahadevan,Satyanarayan,Ravikumar Naik
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experimental part
p. 898 - 900
(2012/03/11)
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- Synthesis of novel pyrazoloquinolines
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The synthesis of novel pyrazoloquinolines, 3-(1H-pyrazolo [3,4-6] quinolin-3-ylimino) indolin-2-one (5) and 1-methyl-3-(1-methyl-1H-pyrazolo [3,4-b] quinolin-3-ylimino)-1,3-dihydro-indol-2-one (6) is described. Reaction of 2-chloroquinolin-3-carboxaldehyd
- Praveen Kumar Darsi,Shiva Kumar,Rama Devi,Naidu,Dubey
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p. 237 - 244
(2013/09/24)
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- An expeditious room temperature stirring method for the synthesis of isoxazolo[5,4-b]quinolines
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The synthesis of different derivatives of isoxazolo[5,4-b]quinoline by the cyclization reaction of various substituted oximes of quinoline using mild base at ambient temperature. The formation of isoxazolo[5,4-b]quinoline, as a consequence of cheaper and more readily available K2CO3 and DMF participating in the reaction, is documented. Copyright
- Niralwad, Kirti S.,Shingate, Bapurao B.,Shingare, Murlidhar S.
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experimental part
p. 805 - 807
(2012/01/03)
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- 6-O-substituted erythromycin derivatives having improved gastrointestinal tolerance
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Compounds having formula (I) are useful for treating bacterial infections while avoiding the concomitant liability of gastrointestinal intolerance. Compositions containing the compounds and methods of treatment using the compounds are also disclosed.
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Page/Page column 29
(2008/06/13)
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- Vilsmeier-Haack reagent: A facile synthesis of 2-chloro-3-formylquinolines from N-arylacetamides and transformation into different functionalities
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A simple and regioselective synthesis of 2-chloro-3-formylquinolines through Vilsmeier-Haack cyclisation of N-arylacetamides has been reported. The cyclisation is facilitated by N-arylacetamides bearing electron donating groups at m-position. However, yields of quinolines having electron donating groups are good in all cases. Further, the nucleophilic substitution reaction of the quinolines is also investigated. Similarly, the formyl group in the quinolines is subjected to further transformation into cyano (CAN-NH3) and alkoxycarbonyl (NIS-K2CO3/alcohols) groups to afford corresponding 3-cyano and 3-alkoxycarbonylquinolines, respectively.
- Srivastava, Ambika,Singh
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p. 1868 - 1875
(2007/10/03)
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- Unusual Reaction of 2-Chloro-6,7-dialkoxyquinoline-3-aldoxime with Epichlorohydrin
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Unlike the reactions of 2-chloro- and 2-chloro-6-methoxyquinoline-3-aldoximes, the reaction of 2-chloro-6,7-dimethoxyquinoline-3-aldoxime (7) with epichlorohydrin gives 2-chloro-3-cyano-6,7-dimethoxyquinoline (13), 2-chloro-6,7-dimethoxyquinoline-3-aldoxime monomethyl ether (12), 6,7-dimethoxyisoxazoloquinoline (15), 2-chloro-6,7-dimethoxyquinoline-3-aldoxime-(2,3-epoxy)propyl ether (14), and 2-chloro-6,7-dimethoxyquinoline-3-aldoxime-(3'-methoxy-2'-hydroxy)propyl ether (16).However, 2-chloro-6,7-diethoxyquinoline-3-aldoxime (8) with epichlorohydrin affords the desired epoxy derivative (11) and a small quantity of 2-chloro-3-cyano-6,7-diethoxyquinoline (20).No definite reaction pathway could be delineated for the unusual reaction products of the reaction of 7 with epichlorohydrin.
- Bhat, Neelima Balkrishen,Bhaduri, A.P.
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p. 431 - 434
(2007/10/02)
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