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1.
Maxime Robin Stephane Mialhe Valerie Pique Robert Faure Jean‐Pierre Galy 《ChemInform》2002,33(38):153-153
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Amrah Nouri Ahmad Poursattar Marjani Jabbar Khalafy 《Journal of heterocyclic chemistry》2019,56(10):2912-2921
A new series of benzo[g]thiazolo[2,3‐b]quinazolin‐4‐ium and benzo[g]benzo[4,5]thiazolo[2,3‐b]quinazolin‐14‐ium hydroxide derivatives have been synthesized by the one‐pot, three‐component reaction of aryl glyoxal monohydrates, 2‐hydroxy‐1,4‐naphthoquinone, and 2‐aminothiazole or 2‐aminobenzothiazole in the presence of triethylamine and p‐toluenesulfonic acid as organocatalysts in H2O/acetone (2:1) at room temperature. This method offers mild reaction conditions, excellent yields, easy workup, and readily accessible starting materials and catalysts. 相似文献
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Ethyl 1‐ethyl‐7‐methyl‐4‐oxo‐1,4‐dihydro[1,8]naphthyridine‐3‐carboxylate ( 1 ), precursor of nalidixic acid, has been converted in two steps through ([1,8]naphthyridin‐3‐yl)carbonylguanidine derivatives into substituted pyrimido[4,5‐b] and [5,4‐c][1,8]naphthyridines. 相似文献
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《Journal of heterocyclic chemistry》2017,54(5):2656-2663
A simple and convenient procedure for the preparation of some unknown 2,3‐disubstituted 5‐iodo‐1H‐pyrrolo[2,3‐b ]pyridines from readily available starting materials by Fischer indole cyclization in polyphosphoric acid is described. The present methodology provides an alternative synthetic approach to the synthesis of 5‐iodo‐7‐azaindole scaffold. All synthesized compounds were characterized by IR, MS, 1H and 13C NMR, and elemental analysis. 相似文献
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Mohamed A. Saleh Yehia A. Hafez Foad E. Abdel‐Hay Wagdy I. Gad 《Journal of heterocyclic chemistry》2003,40(6):973-978
The reaction of 3‐N‐(2‐mercapto‐4‐oxo‐4H‐quinazolin‐3‐yl)acetamide ( 1 ) with hydrazine hydrate yielded 3‐amino‐2‐methyl‐3H‐[1,2,4]triazolo[5,1‐b]quinazolin‐9‐one ( 2 ). The reaction of 2 with o‐chlorobenzaldehyde and 2‐hydroxy‐naphthaldehyde gave the corresponding 3‐arylidene amino derivatives 3 and 4 , respectively. Condensation of 2 with 1‐nitroso‐2‐naphthol afforded the corresponding 3‐(2‐hydroxy‐naphthalen‐1‐yl‐diazenyl)‐2‐methyl‐3H‐[1,2,4]triazolo[5,1‐b]quinazolin‐9‐one ( 5 ), which on subsequent reduction by SnCl2 and HCl gave the hydrazino derivative 6. Reaction of 2 with phenyl isothiocyanate in refluxing ethanol yielded thiourea derivative 7. Ring closure of 7 subsequently cyclized on refluxing with phencyl bromide, oxalyl dichloride and chloroacetic acid afforded the corresponding thiazolidine derivatives 8, 9 and 10 , respectively. Reaction of 2‐mercapto‐3‐phenylamino‐3H‐quinazolin‐4‐one ( 11 ) with hydrazine hydrate afforded 2‐hydrazino‐3‐phenylamino‐3H‐quinazolin‐4‐one ( 12 ). The reactivity 12 towards carbon disulphide, acetyl acetone and ethyl acetoacetate gave 13, 14 and 15 , respectively. Condensation of 12 with isatin afforded 2‐[N‐(2‐oxo‐1,2‐dihydroindol‐3‐ylidene)hydrazino]‐3‐phenylamino‐3H‐quinazolin‐4‐one ( 16 ). 2‐(4‐Oxo‐3‐phenylamino‐3,4‐dihydroquinazolin‐2‐ylamino)isoindole‐1,3‐dione ( 17 ) was synthesized by the reaction of 12 with phthalic anhydride. All isolated products were confirmed by their ir, 1H nmr, 13C nmr and mass spectra. 相似文献
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Fathy Mohamad Abdel Aziz El‐Taweel 《Journal of heterocyclic chemistry》2005,42(5):943-946
Several new benzo[ij]pyrano[2,3‐b]quinolizine‐8‐ones 5 and 4H‐pyrano[2,3‐b]pyridine 8 derivatives were synthesized from 4‐hydroxyquinolines 1 . Reacting 3‐acetyl‐4‐hydroxy‐1‐phenyl‐1H‐quinoline‐2‐one with dimethylformamide dimethylacetal afforded 3‐(3‐Dimethylarnino‐acryloyl)‐4‐hydroxy‐1‐phenyl‐1H‐quinolin‐2‐one 9 . This reacted with hippuric acid and diethyl 3‐oxoglutarate to give 2H‐pyran‐2‐one 13 and pyranopyridoquinoline 17 respectively. 相似文献
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Sladjana B. Novakovi Maja D. Vitorovi‐Todorovi Goran A. Bogdanovi Branko J. Drakuli 《Acta Crystallographica. Section C, Structural Chemistry》2008,64(9):o502-o504
The title compound, C14H14ClN, is a chloro analogue of tacrine, an acetylcholinesterase inhibitor. The compound comprises a seven‐membered alicyclic ring whose CH donor groups are engaged in extensive intermolecular interactions. The important feature of this crystal structure is that, regardless of the presence of two typical hydrogen‐bonding acceptors, viz. chlorine and nitrogen, the corresponding C—H...Cl and C—H...N interactions take no significant role in crystal stabilization. The molecules form dimers through π–π interactions with an interplanar distance between interacting pyridine rings of 3.576 (1) Å. Within the dimers, the molecules are additionally interconnected by four C—H...π interactions. The dimers arrange into regular columns via further intermolecular C—H...π interactions. 相似文献
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Pei‐Pei Jin Xue‐Cheng Liu De‐Qi Liu Zhi‐Bin Huang Da‐Qing Shi 《Journal of heterocyclic chemistry》2015,52(6):1625-1630
A series of chromeno[4,3‐d]isoxazolo[5,4‐b]pyridin‐6‐one derivatives were easily and efficiently synthesized by the reaction of 3‐acyl‐2H‐chromen‐2‐ones with isoxazol‐5‐amine in acetic acid. Some synthesized compounds were evaluated for their antiproliferative properties in vitro against cancer cells, and these compounds were found to have some activities. 相似文献
11.
《Journal of heterocyclic chemistry》2018,55(1):226-239
Knoevenagel condensation of 5,6‐dihydro‐4H‐pyrrolo[3,2,1‐ij]quinoline‐1,2‐dione 3 with aryl cyanomethyl ketones 9 generates 3‐(aroyl(cyano)methylidene)oxindoles 10 that react with cyclic 1,3‐diketones 11 to generate polycyclic hemiacetal spiro[4H‐2,3‐dihydropyran‐3,3′‐oxindoles] 13 . 相似文献
12.
Antonio Da Settimo Anna Maria Marini Giampaolo Primofiore Federico Da Settimo Silvia Salerno Concettina La Motta Gianluca Pardi Pier Luigi Ferrarini Claudio Mori 《Journal of heterocyclic chemistry》2000,37(2):379-382
The synthesis of the title compounds 5H, 11H‐pyrido[2′,3′:2,3]thiopyrano[4,3‐b]indoles was accomplished by the Fischer indole cyclization of some 2,3‐dihydrothiopyrano[2,3‐b]pyridin‐4(4H)‐one phenylhydrazones and 7‐methyl‐2,3‐dihydrothiopyrano[2,3‐b]pyridin‐4(4H)‐one phenylhydrazones. The synthesis of the new 2,3‐dihydrothiopyrano[2,3‐b]pyridin‐4(4H)‐one, which was used as one of the starting compounds, is also described. 相似文献
13.
Marina O. Shibinskaya Nina A. Kutuzova Alexandr V. Mazepa Sergey A. Lyakhov Sergey A. Andronati Mykhayl Ju. Zubritsky Valerij F. Galat Janusz Lipkowski Victor Ch. Kravtsov 《Journal of heterocyclic chemistry》2012,49(3):678-682
A series of 6‐(3‐aminopropyl)‐6H‐indolo[2,3‐b]quinoxalines were synthesized with high yields by the reaction of 6‐(3‐chloropropyl)‐6H‐indolo[2,3‐b]quinoxaline and corresponding amines in presence of tetrabutylammonium iodide in boiling toluene or dimethylformamide at room temperature. It was found that boiling of 6‐(3‐chloropropyl)‐6H‐indolo[2,3‐b]quinoxaline in acetone with sodium iodide or in acetic acid lead to intramolecular cyclization product. 相似文献
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Carlos M. Martínez‐Viturro Domingo Domínguez 《Journal of heterocyclic chemistry》2007,44(5):1035-1043
The total synthesis of chromeno[4,3,2‐de]quinazolin‐2‐ones, ‐quinazolines and ‐pyrrolo[2,1‐b]quinazolines from easily prepared 4‐methoxy‐1‐nitro‐9H‐xanthen‐9‐one is reported. These compounds, in which a 1,3‐diazine ring is fused to the xanthene scaffold, were obtained with good overall yields in very few steps. 相似文献
16.
Treatment of methyl propiolate and 2‐(thiophen‐2‐yl)benzaldehyde, 2‐(thiophen‐3‐yl)benzaldehyde or 2‐(furan‐3‐yl)benzaldehyde with tetrabutylammonium iodide/zirconium (IV) chloride or treatment of methyl acrylate and the same aldehydes with 1,4‐diazabicyclo[2,2,2]octane and triethanolamine induce an aldol‐type reaction to furnish Baylis‐Hillman adducts β‐iodo‐α‐(hydroxymethyl)acrylates or α‐(hydroxy‐methyl)acrylates, respectively. These can be used for the preparation of indenothiophenes and indenofurans having acrylic acid unit by intramolecular Friedel‐Crafts reaction with sulfuric acid in tetrachloromethane. 相似文献
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Gernot A. Eller Barbara Datterl Wolfgang Holzer 《Journal of heterocyclic chemistry》2007,44(5):1139-1143
Derivatives of the hitherto unknown ring system, pyrazolo[4′,3′:5,6]pyrano[2,3‐b]quinoxalin‐4(1H)‐one, are synthesized in one step from the corresponding 1‐substuituted or 1,3‐disubstituted 2‐pyrazolin‐5‐ones and 3‐chloroquinoxaline‐2‐carbonyl chloride using calcium hydroxide in boiling 1,4‐dioxane. The parent system carrying no substituent in positions 1 and 3 is obtained upon treatment of the 1‐PMB (p‐methoxybenzyl) protected congener with trifluoroacetic acid. Detailed NMR spectroscopic investigations including unambiguous chemical shift assignments of all 1H, 13C, and 15N resonances of the obtained tetracycles are reported. 相似文献
20.
Hyun‐A Chung Jeum‐Jong Kim Su‐Dong Cho Sang‐Gyeong Lee Yong‐Jin Yoon Sung‐Kyu Kim 《Journal of heterocyclic chemistry》2002,39(4):685-689
Reaction of chloropyridazin‐3‐one 1, 5 and 10 with catechol in the presence of potassium carbonate gave the corresponding [1,4]benzodioxino[2,3‐e and/or 2,3‐d]pyridazinones 2, 7, 8 and 11 . 相似文献