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Zhi-Hong Li Zhong-Tian Jin Bing-Zhu Yin Kimiaki Imafuku 《Journal of heterocyclic chemistry》1987,24(3):779-783
3-Acetyltropolone ( 1 ) reacted with bromine, iodine, and nitric acid to afford respectively 3-acetyl-5,7-di-bromotropolone ( 2 ), 3-acetyl-7-iodotropolone ( 3 ), and 3-acetyl-5-nitro- ( 4 ) and 3-acetyl-5,7-dinitrotropolone ( 5 ). Azo-coupling reactions of 1 gave 3-acetyl-5-arylazotropolones 7a-f. The Schmidt reactions of 2 and 3 gave respectively 5,7-dibromo- ( 9 ) and 7-iodo-2-methyl-8H-cyclohept[d]oxazol-8-one ( 10 ), while 4 gave 3-acetamido-5-nitrotropolone ( 11 ). Compounds 2 and 4 reacted with hydroxylamine to give 3-methyl-8H-cyclohept[d]isoxazol-8-ones 12 and 13. The reactions of 2 , 3 , and 4 with hydrazine gave 3-methyl-1,8-dihydrocycloheptapyrazol-8-ones 15 , 16 , and 17. 相似文献
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The haloform reaction of 3-acetyltropolone ( 1 ) afforded 3-carboxytropolone ( 2 ) which was treated with diazomethane to give 2-methoxy-3-methoxycarbonyltropone (3a) and 2-methoxy-7-methoxycarbonyltropone (3b). The tropolone 2 reacted with hydrazine to afford 2-hydrazino-3-hydrazinocarbonyltropone ( 10 ) or 2-hydrazinotropone ( 11 ), depending on the reaction time. The reaction of 2 with phenylhydrazine produced 3-hydroxy-1-phenyl-1,8-dihydrocycloheptapyrazol-8-one (14). The treatment of 2-methoxy-3-methoxycarbonyltropone (3a) with hydrazine or phenylhydrazine gave cyclization products 12 and 15 , respectively. The reaction of 2-methoxy-7-methoxycarbonyltropone (3b) with hydrazine, phenylhydrazine, or methylhydrazine gave 2-hydrazino- ( 13 ), 2-(2-phenylhydrazino)- ( 16 ), and 2-(2-methylhydrazino)-7-methoxycarbonyltropone ( 17 ), respectively. 相似文献
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Luo-Cheng Zhang Bing-Zhu Yin Zhong-Tian Jin Kimiaki Imafuku 《Journal of heterocyclic chemistry》1988,25(1):285-288
3-Acetamidotropolone ( 1a ) reacted with bromine and fuming nitric acid to afford respectively 3-acetamido-7-bromo- ( 1b ) and -5,7-dibromotropolone ( 1c ) and 3-acetamido-5-nitrotropolone ( 1d ). Azo-coupling reaction of 1a gave 3-acetamido-5-(4-methylphenylazo)tropolone ( 1f ). Bromination of 1d and 1f gave 7-bromo-substituted compounds 1e and 1g , respectively. The compounds 1b-g were hydrolyzed to afford 3-aminotropolones 4b-g , which reacted with triethyl orthoformate to give the corresponding 8H-cyclohept[d]oxazol-8-ones 5b-g . Heating of 3-acetamidotropolones 1a-d with polyphosphoric acid gave 2-methyl-8H-cyclohept[d]oxazol-8-ones 6a-d . 相似文献
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E. N. Gulakova A. G. Sitin L. G. Kuz’mina O. A. Fedorova 《Russian Journal of Organic Chemistry》2011,47(2):245-252
New photochromic derivatives of 2-styrylquinoline and 2-styrylquinoxaline were obtained by the condensation of the methyl derivatives of the mentioned heterocycles with substituted benzaldehydes in the presence of basic and acidic catalysts, and also under the conditions of Wittig reaction. The structure of compounds obtained was proved by physicochemical analysis methods including XRD. 相似文献
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Reactions of 7-azabenzonorbornadiene 1 with tropone, tropolone and 2-aminotropone gave exclusively endo-exo adducts 3a–c in good yields. Similar reaction of other troponoid compounds like 2-acetylamino-, 2-acetoxy- and 2-methoxytropone afforded two isomeric cycloadducts in each case. Photolyses of tropone-adduct 3a in various solvents gave the corresponding cyclopropylcarboxylic acid derivatives 7–11 in high yields. Photochemical behaviors of these adducts 3c, e, f, 5e–f and 4d were also examined. 相似文献
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Optimal conditions are proposed for the direct nitration of 2,3-dimethylindoles containing methyl and methoxy groups in the benzene ring. In contrast to 5- and 6-methylindoles and 5- and 6-methoxyindoles, nitration of 7-methyl-and 7-methoxy-2,3-dimethylindoles proceeds differently under the same conditions. A series of previously unreported aminoindoles was obtained by reduction of the nitroindoles.Mordova State Pedagogical Institute, 430007 Saransk, Russia; e-mail:mgpi@si.moris.ru and M. V. Lomonosov State University, 119899 Moscow, Russia, e-mail:yumar@org.chem.msu.su. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1630–1636, December, 1999. 相似文献
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Pawel Wagner Amy M. Ballantyne Kenneth W. Jolley David L. Officer 《Tetrahedron》2006,62(10):2190-2199
A number of 3-monosubstituted bis(thienylvinyl)thiophenes, suitable for the preparation of electronically-variable poly(thienylenevinylene)s have been synthesized for the first time. These materials have been characterized by both NMR spectroscopy and mass spectrometry, and a single crystal X-ray structure analysis of (E,E)-3-(5,5-dimethyl[1,3]dioxin-2-yl)-2,5-bis(2-thien-2-ylvinyl)thiophene has shown that the planarity of the terthienylenevinylene chain is maintained on substitution at the 3 position of the central thiophene ring. UV/visible spectroscopy measurements are reported and cyclic voltammetric measurements show that, with the exception of (E,E,E)-2,5-bis(2-thien-2-ylvinyl)-3-(2-(4-dimethylaminophenyl)vinyl)-thiophene, electroactive films are produced on electrochemical oxidation of the monomers. 相似文献
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Conclusions Some new O, O-dialkyl nitroalkylphosphonates were synthesized by the addition of dialkyl phosphites and thiophosphites to nitroolefins. The corresponding aminophosphonates were obtained from them by reduction. The hydrolysis of the latter gave the corresponding aminoalkylphosphonic acids.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1164–1168, May, 1972. 相似文献
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I. A. Ol'shevskaya V. Ya. Pochinok L. F. Avramenko 《Chemistry of Heterocyclic Compounds》1971,4(5):649-651
5-Azido-2-methylbenzthiazole, 6-azido-1, 2-dimethyl-, and 5-azido-2-methyl-1-phenylbenzimidazoles were prepared. By the reactions of these azides with alkyl halides the quaternary slats based on the cyanine dyes were obtained. 相似文献
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Tomoya Fujiwara 《Journal of fluorine chemistry》2005,126(6):941-955
The chemistry of compounds containing a carbon atom bearing three or four different labile functional groups has received little attention. These compounds should be of considerable significance in theoretical and synthetic organic chemistry. Among the compounds with multifunctional structures, those having both carbonyl and halogen groups in addition to other heteroatom groups seem especially valuable from a synthetic viewpoint. Their potential use as probes in pure and applied synthetic chemistry has not been exploited, presumably because of structural instability and a paucity of synthetic approaches. Keeping this background in mind, we focused on the synthesis of a new class of multifunctional carbon compounds in which ester carbonyl, halogen, and other heteroatom-derived functional groups are directly attached to the central carbon atom. Fluorine was chosen as the halogen because of the inherent stability of the CF bond and because of the fundamental chemical and biological interest in fluorine-containing compounds. The synthesis, reactions, and some applications of various fluorine-containing multifunctional carbon compounds are described. 相似文献
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