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Salo Gronowitz Ecaterina Temciuc Anna-Britta Hrnfeldt 《Journal of heterocyclic chemistry》1994,31(1):167-171
Halogen-metal exchange of 1,3-dibromodithieno[3,4-b:3′,2′-d]pyridine with butyllithium under different conditions has been studied. Upon reaction with iodine, N,N-dimethylacetamide, N,N-dimethylformamide, dimethyl carbonate, dimethyl disulfide and thiuram disulfide, the 1,3-diiodo-, 1,3-diacetyl-, 1,3-diformyl-, 1,3-dicarbomethoxy, 1,3-di(thiomethyl)- and 1,3-di(N,N-dimethyldithiocarbamoyl)dithieno[3,4-b:3′,2′-d]-pyridines, respectively, were obtained in varying yields. 3-Monosubstituted derivatives were obtained in some cases. The formation of 3,7-disubstituted derivatives was sometimes also observed. 相似文献
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Gy. Domny T. Gizur G. Barta-Szalai I. Schn Cs. Szntay B. Hegedüs 《Journal of heterocyclic chemistry》1994,31(6):1657-1660
The reaction of the isothiourea derivative 2 with methylaminc or pyrrolidine resulted in guanidines 3a-3b . Using hydrazine under the same conditions the tetrazole derivative 4 was obtained. On reacting 2 with piperidine, morpholine, methylhydrazine, phenylhydrazine, hydroxylamine or sodium hydroxide, cycliza-tion took place leading to the novel 4-cyanimino-1,2,3,4,6,7,12,12b-octahydro-3,12b-ethanopyrim-ido[1′,6′:1,2]pyrido[3,4-b]indole ( 5 ). Some structural aspects of 5 and other model compounds were analysed mainly by 13C nmr spectroscopy. 相似文献
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Keiryo Mitsuhashi Yasushi Nagae Toshinobu Suzuki 《Journal of heterocyclic chemistry》1986,23(6):1741-1746
Novel synthesis of the title compounds by the cyclization between 2-amino-3-chloro-5,6-dicyanopyrazine and various substituted pyridines is described. 相似文献
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The three‐component reaction of thiazole (benzothiazole), dialkyl but‐2‐ynedioate, and isatinylidene malononitriles in toluene at 110–120°C in a sealed tube afforded a mixture of cis/trans‐isomers of functionalized diastereoisomeric spiro[indoline‐3,7′‐thiazolo[3,2‐a]pyridines] and spiro[benzo[4,5]thiazolo[3,2‐a]pyridine‐3,3′‐indolines] in good yields. Both cis‐isomers and trans‐isomers were successfully separated out and fully characterized with spectroscopy and single crystal determination. Under similar conditions, the three‐component reaction containing 2‐(1,3‐dioxo‐1H‐inden‐2(3H)‐ylidene)malononitrile resulted in spiro[indene‐2,7′‐thiazolo[3,2‐a]pyridine] derivatives. 相似文献
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The peak potentials (Ep) of 3-substituted pyrido[1′,2′:1,2]imidazo[4,5-b]pyrazine and pyrido[1′,2′:1,2]-imidazo[4,5-b]quinoxaline derivatives are sufficiently correlated with Hammett substituent constant ~m and with the PM3 calculated LUMO energy levels, and the linear relationship between electron potentials of 9-substituted pyridoimidazoquinoxalines and the LUMO energy levels is also found out. 相似文献
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Fabrizio Melani Lucia Cecchi Vittoria Colotta Giovanna Palazzino Guido Filacchioni 《Journal of heterocyclic chemistry》1988,25(5):1367-1371
By reacting 2-chloronicotinoyl chloride with acetyl or benzoyl acetate, ethyl 2-methyl- or 2-phenyl-4-oxopyrano[2,3-b]pyridine-3-carboxylates were prepared. The nucleophilic rearrangement of the latter with hydrazines gave rise to the title compounds. 相似文献
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Kamal M. Dawood 《Journal of heterocyclic chemistry》2005,42(2):221-225
Reactions of 2,3‐dihydro‐4‐oxo‐thiopyrano[2,3‐b]pyridine with aldehydes and with DMF‐DMA furnished the 3‐benzylidene and 3‐(N,N‐dimethylamino)‐methylene derivatives. The latter products afforded spiro‐pyrazolo‐3,3′‐thiopyrano[2,3‐b]pyridines and new tetra‐ and penta‐heterocyclic ring systems when treated with nitrilimines and aminoazoles, respectively. A number of the products showed high antifungal and antibacterial activities. 相似文献
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P. Melloni D. Fusar-Bassini F. Dradi C. Confalonieri 《Journal of heterocyclic chemistry》1974,11(5):731-735
Two new heterocyclic compounds, diimidazo[1,2-a:2′,1-c]pyrazine and 5H-diimidazo[1,2-a: 2,1′-c][1,4]diazepine have been synthesized by various routes from 2,2′-biimidazole (1) (2) together with some hydro, hydroxy and alkyl derivatives. 相似文献
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Reaction of 1-oxo-3-dialkylamino-1 H-naphtho[2,1-b]pyrans with N,N-dimethylformamide in the presence of phosphorus oxychloride afforded the corresponding 1-oxo-2-formyl-3-dialkyl-amino-1H-naphtho[2,1-b]pyrans. Condensation of 1-oxo-2-formyl-3-dimethylamino-1H-naphtho[2,1-b]pyran with hydrazine or monosubstituted hydrazines was found to lead to the formation of 8-alkyl(aryl)-1 1-oxo-8H,1 1H-naplitho[1′,2′:5,6] pyrano[2,3-c]pyrazoles through the intermediate hydrazones and subsequent cyclization. The same result was achieved starting from other 3-dialkylamino derivatives but in a lower yield. 相似文献
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Aileen Pfleider Halverson Lyle W. Castle Raymond N. Castle 《Journal of heterocyclic chemistry》1996,33(1):179-183
Naphtho[1′,2′:4,5]thieno[2,3-c][1,10]phenanthroline and naphtho[2′,1′:4,5]thieno[2,3-c][1,10]phenanthroline, two novel polycyclic heterocyclic ring systems, have been synthesized in four steps from known starting materials. The total 1H nmr spectral assignments were made using a COSY experiment to identify the spin systems. 相似文献
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Victor J. Bauer Helen H. Ong Raymond W. Kosley 《Journal of heterocyclic chemistry》1982,19(5):1069-1072
The 1,2′,3,3′,5′,6′-hexahydro-3-phenylspiro[isobenzofuran-1,4′-thiopyran] ring system ( 2a ) has been prepared from o-bromobenzoic acid. The 1,2′,3,3′,5′,6′-hexahydro-3-phenylspiro[isobenzofuran-1,4′-pyran] ring system ( 3a ) has been prepared from 2-bromobenzhydrol methyl ether. Several 3-(dimethylaminoalkyl) derivatives of both 2a and 3a were prepared by lithiation followed by alkylation. 相似文献
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The synthesis of three novel polycyclic heterocyclic ring systems are reported via photocyclization. The specific final products in these ring systems are: phenanthro[9′,10′:4,5]thieno[2,3-c]quinoline ( 13 ), benzo[h]-phenanthro[9′,10′:4,5]thieno[2,3-c]quinoline ( 14 ), and benzo[f]phenanthro[9′,10′:4,5]thieno[2,3-c]quinoline ( 15 ). 相似文献
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2‐Acyl‐3‐aminonaphtho[2,1‐b]furan ( 1 ) reacts with activated methylene such as malono nitrile or ethyl cyanoacetate to afford naphtho[1′,2′:4,5]furo[3,2‐b]pyridine 2a,b . Chloroacylation of the amino group in compound ( 1 ) gave compound 3 which reacts with different amines to produce compound 4 . 相似文献
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《Journal of heterocyclic chemistry》2017,54(4):2434-2439
A domino three‐component strategy with high efficiency for the synthesis of spiro[indoline‐3,4′‐pyrazolo[3,4‐b ]pyridines] from easily available isatins, pyrazol‐5‐amines and β‐ketonitriles under microwave heating. During reaction process, HOAc plays dual roles as reaction media as well as a Brønsted acid‐promoter. Flexible structural modification, broad functional group compatibility and mild reaction conditions make this strategy a useful and attractive process of library generation for drug discovery. 相似文献
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Theodore C. Miller 《Journal of heterocyclic chemistry》1966,3(3):338-344
A new synthesis of 5α-androstano[3,2-b]pyridin-17β-ol acetate (VIa) and 17-methyl-5α-androstano[3,2-b]pyridin-17β-ol (VIb), first reported by Shimizu, Ohta, Ueno, and Takegoshi, was achieved. The analogous 5α - androstano[17,16-b]pyridin-3β-ol (XII), 5α-androstano[17,16-b]pyridin-3-one (XIVa), and androst-4-eno[17,16-b]pyridin-3-one (XIVb) were also prepared. An illustration of the method follows. Condensation of 3β-hydroxy-5α-androstan-17-one (VIIa) with 3-(2-furyl)acrolein afforded 16-[3-(2-furyl)-2-propenylidene]-3β-hydroxy-5α-androstan-17-one (VIIIa), the oxime (IXa) of which was thermally cyclized to 5α-androstano[17,16-b]-6′-(2-furyl)pyridin-3β-ol (Xa). 3β-Hydroxy-5α-androstano[17,16-b]pyridine-6′-carboxylic acid (XI) was obtained by ozonolysis of Xa. Thermal decarboxylation of XI gave XII. Cinnamaldehyde was used in place of 3-(2-furyl)acrolein to give the corresponding phenylpyridines. 相似文献
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Kiyoshi Tanaka Hideki Takahashi Kozo Takimoto Masahiko Sugita Keiryo Mitsuhashi 《Journal of heterocyclic chemistry》1992,29(4):771-777
Synthesis of pyrido[1′,2′:1,2]imidazo[4,5-b]quinoxalines by the facile cyclizations of 2,3-dichloroquinoxalines with 2-aminopyridines and of 2-amino-3-chloroquinoxalines with various substituted pyridines is described. 相似文献
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Reaction of 1-oxo-2-formyl-3-dimethylamino-1H-naphtho[2,1-b]pyran with amidines, guanidine, O-methylisourea, S-methylisothiourea afforded 9-substituted 12-oxo-12H-naphtho[1′,2′:5,6]pyrano[2,3-d]pyrimidines. When the reaction with O-methylisourea was carried out in anhydrous pyridine, 10,20-dioxo-10H,20H-dinaphtho[1,2-e:1′,2′-e′][1,5]diazocino[2,3-b:6,7-b′]dipyran was formed. 相似文献