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2.
Jun Min HUANG* Ru Yu CHEN Institute of Elemento-Organic Chemistry Nankai University Tianjin 《中国化学快报》2001,(12)
During the past two decades, a-ketophosphonates and their derivatives have attracted considerable attention because of their special physical, chemical and pharmacological properties due to the proximity of the carbonyl and the phosphoryl groups1-12. In the study on new pharmaceuticals and agrochemicals, the application of heterocycles is suggested to improve the biological activity. A sizeable number of endogenous fused heterocyclic compounds play a key role in regulation of various life pr… 相似文献
3.
T. V. Esipova A. A. Borisenko P. B. Terent’ev G. V. Grishina R. Herzshuh 《Russian Journal of Organic Chemistry》2006,42(5):742-747
A new class of endocyclic enamines, 1,6-disubstituted 1,2,3,4,5,6,7,8-octahydro-1,6-naphthiridines, was synthesized from 4-piperidone imines by successive subjecting the latter to lithiation with lithium diethylamide, to alkylation with 1-bromo-3-chloropropane, and to intramolecular cyclization. All stages were carried out as a unique process without isolation of the intermediate compounds. A thorough optimization of the process conditions, workup, and product storage was carried out. The conformational study of 1,6-disubstituted 1,2,3,4,5,6,7,8-octahydro-1,6-naphthiridines was performed. 相似文献
4.
4-Allyl-1-(3-methyl-2,4-dioxo-1,2,3,4-tetrahydro-6-pyrimidinylcarbonyl)thiosemicarbazide is cyclized in alkaline medium into 4-allyl-3-(3-methyl-2,4-dioxo-1,2,3,4-tetrahydro-6-pyrimidinyl)-1,2,4-triazoline-3-thione, which is converted on alkylation with iodomethane into the methylthio derivative. Reaction of the latter with bromine occurs with formation of 3-(5-bromo-3-methyl-2,4-dioxo-1,2,3,4-tetrahydro-6-pyrimidinyl)-4-(2,3-dibromopropyl)-5-methylthio-1,2,4-triazole, dehydrobromination of which with potassium carbonate leads to formation of the first representative of a new heterocyclic system, viz. 11-bromo-9-methyl-6-methylene-3-methylthio-5,6,9,10-tetrahydro-8H-[1,2,4]triazolo[3,4:3,4]pyrazino[1,2-c]pyrimidine-8,10-dione.Vilnius University, Vilnius 2734, Lithuania. e-mail: sigitas.tumkevicius@chf.vu.lt. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 67–70, January, 1999. 相似文献
5.
《合成通讯》2013,43(17):2657-2661
A convenient synthetic method for substituted 2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinolines is described. Heating Meldrum's acid, dimedone, ammonium acetate and different aromatic aldehydes without a solvent in a microwave irradiation for 2–5 minutes affords 4 in 72–86% yield. The structure of these compounds has been thoroughly studied by x-ray crystallographic analysis. 相似文献
6.
V. V. Shchepin S. V. Nikitin S. A. Filimonov N. Yu. Russkikh P. S. Silaichev 《Russian Journal of Organic Chemistry》2007,43(10):1432-1436
Zinc enolates generated from dimethyl 4-bromo-2,2-dimethyl-3-oxohexane-1,6-dioate and zinc reacted with aromatic aldehydes giving methyl 2,2-dimethyl-3-oxo-3-(5-oxo-2-aryltetrahydrofuran-3-yl)propanoates. The reaction of zinc enolates obtained from dimethyl 4-bromo-2,2-dimethyl-3-oxoheptane-1,7-dioate and zinc with aromatic aldehydes depending on the synthesis conditions led to the formation either methyl 2,2-dimethyl-3-oxo-3-(6-oxo-2-aryltetrahydropyran-3-yl)propanoates or 3-(5,5-dimethyl-4,6-dioxo-2-aryltetrahydropyran-3-yl)propanoates. The compounds synthesized formed as a single diastereomer of E-configuration. 相似文献
7.
Preparation of a number of derivatives of 2-amino-5-bromo-6-phenyl-4(3H)-pyrimidinone (ABPP) including the 2-dialkylaminoalkylamino-, 2-hydroxyalkylamino-, 2-ethoxycarbonylamino- and 2-alkylaminocarbonyl-amino- groups substituted on the pyrimidine ring as well as preparation of 1-(alkylaminoalkyl)-4,6-dioxo-8-phenyl-2,3,4,6-tetrahydro-1H-pyrimido[1,2-α]pyrimidines and 3,5-dioxo-7-phenyl-1,2,3,5-tetrahydroimidazo-[1,2-α]pyrimidines with or without the bromo-substitution are reported. 相似文献
8.
An green and convenient approach to the synthesis of 3,6,9-aryl-1,8-dioxo-1,2,3,4,5,6,7,8-octahydroxanthene derivatives from appropriate aromatic aldehydes and 5-aryl-1,3-cyclo-hexanedione in the presence of two drops of concentrated H2SO4 as a catalyst in water is described. This method provides several advantages such as environmental friendliness, low cost, excellent yields, and simple workup procedure. 相似文献
9.
I. V. Ukrainets S. G. Taran O. A. Evtifeva O. V. Gorokhova N. I. Filimonova A. V. Turov 《Chemistry of Heterocyclic Compounds》1995,31(2):176-179
The bromination of 3-alkyl- and 3-ethoxycarbonyl-2-oxo-4-hydroxyquinolones by molecular bromine gave 3-bromo-3-R-2,4-dioxoquinolones. Under analogues conditions, 1-R-2,4-dioxo-3H-quinolone-3-carboxylic acids form 1-R-3-bromo-2-oxo-4-hydroxyquinolones. The results of the study of the antimicrobial activity of the compounds synthesized are presented.For Communication 25, cf. [1].Ukrainian Pharmaceutical Academy, Khar'kov, 310002. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 204–207, February, 1995. Original article submitted November 8, 1994. 相似文献
10.
Tamotsu Takahashi Yanzhong Li Petr Stepnicka Masanori Kitamura Yanjun Liu Kiyohiko Nakajima Martin Kotora 《Journal of the American Chemical Society》2002,124(4):576-582
Reactions of tetraiodobenzene with zirconacyclopentadienes, which were conveniently prepared from two alkynes (or diynes) and zirconocene complexes, afforded 1,2,3,4-tetrasubstituted diiodonaphthalene derivatives in good isolated yields. These 1,2,3,4-tetrasubstituted diiodonaphthalene derivatives could be converted to 1,2,3,4,5,6,7,8-octasubstituted anthracene derivatives by reaction with a second zirconacyclopentadiene. When the two zirconacyclopentadienes were different, unsymmetrical anthracenes such as 1,2,3,4-tetraethyl-5,6,7,8-tetraphenylanthracene (68% isolated yield) were obtained. On the other hand, treatment of a 2,3-dihalopyridine such as 2-bromo-3-iodopyridine with zirconacyclopentadienes gave 5,6,7,8-tetrasubstituted quinoline derivatives in good to high yields. 3,4-dihalopyridines such as 4-chloro-3-iodopyridine reacted with zirconacyclopentadienes to afford 5,6,7,8-tetrasubstituted isoquinoline derivatives in good to high yields. 相似文献
11.
Sergey S. Patrushev Tatyana V. Rybalova Igor D. Ivanov Valentin A. Vavilin Elvira E. Shults 《Tetrahedron》2017,73(19):2717-2726
The eudesmane-type methylene lactones (isoalantolactone, alantolactone, 4,15-epoxyisoalantolactone, 2′,2′-dichloro-4H-spiro[cyclopropane-1′,4-eudesma-11(13)-en-8β,12-olide], and alantolactone) react with 8-bromoxanthines (8-bromocaffeine, 8-bromotheobromine, 8-bromo-3-butyltheobromine, 8-bromotheophylline, 8-bromo-9-butyltheophylline) under Heck reaction conditions to produce the target (E)-13-(2,6-dioxo-2,3-dihydro-1H-purin-8-yl)eudesma-4(15),11(13)-dien-8β,12-olides and the subsequent endocyclic isomers - 11-(2,6-dioxo-2,3-dihydro-1H-purin-8-yl)-13-normethyleudecma-4(15)-7(11)-dien-8α,12-olides. It was revealed that the yield and product ratio depends on the reaction conditions and the structure of methylene lactone. The effectiveness of Pd(OAc)2–caffeine catalytic system has been demonstrated in this reaction. The electric eel acetylcholinesterase inhibitory activity of the eudecmanolide-xanthine hybrids was evaluated. Among the new type bisheterocycles compound 27 with butyl and 2-oxodecahydronaphtho[2,3-b]furan-3(2H)-ylidene)methyl substituents at C-7 and C-8 of the xanthine core showed moderate activity with IC50 value of 40 μM. 相似文献
12.
Maria Rosaria Del Giudice Anna Borioni Carlo Mustazza Franco Gatta 《Journal of heterocyclic chemistry》1997,34(6):1661-1667
This paper describes the synthesis of 9-amino-2- and 4-hydroxy- and 2,4-dihydroxy-1,2,3,4-tetrahydro-acridines 2 and of 9-aminomethyl-1,2,3,4-tetrahydro- and 1,2,3,4,5,6,7,8-octahydroacridines 3 starting from the corresponding 9-carboxamido derivatives. A new synthetical pathway to 9-amino-2-hydroxyacri-dine 9 is also reported. 相似文献
13.
A. V. Bogdanov V. F. Mironov N. R. Khasiyatullina A. I. Konovalov 《Russian Chemical Bulletin》2007,56(3):555-557
A reaction of 6-bromo-1,2-naphthoquinone with tri(n-butyl)phosphine gave 2-hydroxy-4-tri(n-butyl)phosphonionaphth-1-olate (betaine with the P—C bond). When treated with bromine, this betaine changed into (6-bromo-1,2-dihydroxy-4-naphthyl)tri(n-butyl)phosphonium bromide and (6-bromo-1,2-dioxo-1,2-dihydro-4-naphthyl)tri(n-butyl)phosphonium bromide in the ratio ∼1: 1.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 534–536, March, 2007. 相似文献
14.
Robert S. Walters 《Tetrahedron letters》2005,46(38):6487-6489
2′,3′,4′,5′,6′,7′-Hexahydrodispiro[cyclopropane-1,1′-anthracene-8′,1″-cyclopropane] (1) was prepared by double olefination (Wittig) and double methylenation (Furukawa) of 1,8-dioxo-1,2,3,4,5,6,7,8-octahydroanthracene (4) that was in turn prepared in two steps from 1,3-dibromobenzene. The X-ray structure of 1 shows that the C-9-H of its anthracene core is located 2.6 Å from the centroids of each of the flanking cyclopropane rings. The 1H NMR spectrum of 1 shows that the C-9-H resonance (δ 5.95) falls 0.84 ppm upfield from the C-10-H resonance (δ 6.79). 相似文献
15.
T. S. Safonova M. P. Nemeryuk M. M. Likhovidova A. L. Sedov A. F. Keremov N. P. Solov’eva O. S. Anisimova 《Chemistry of Heterocyclic Compounds》2005,41(4):526-535
By reaction of 4-substituted 5-amino-6-mercaptopyrimidines with 5-bromo-2,2-dimethyl-4,6-dioxo-1,3-dioxane, we have obtained 4′-substituted 5-(5-amino-6-pyrimidylthio)-2,2-dimethyl-4,6-dioxo-1,3-dioxanes. We have studied diazotization of these compounds by isoamyl nitrite. In the case of 4′-methoxy- and 4′-dimethylamino-substituted derivatives, we have obtained derivatives of novel heterocyclic systems: pyrimido[5,4-e][1,3,4]thiadiazine and pyrimido[5,4-e][1,3,4]thiadiazine-7-spiro-5′-1,3-dioxane, and in the case of the 4′-isopropylamino-substituted derivative we obtained 4-isopropyl-7-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)-1,2,3-triazolo[5,4-d]pyrimidin-7-ylidene.__________Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 613–623, April, 2005. 相似文献
16.
Starting from 2-amino-3-bromo-9-oxofluorene and from 3-methylfluorene respectively the preparation of 3-bromo-9-oxofluorene-2-carboxylic acid and of 2-bromo-9-oxofluorene-3-carboxylic acid is described. A synthesis of 3-bromo-4-methyl-9-oxofluorene is also given. 相似文献
17.
Summary 6-Phenyl-1,3-dimethyl-2,4-dioxo-1,2,3,4,8,9-hexahydro-[1,3,5]-thiadiazepino-[3,2-f]-purine (5) was obtained by a three-step synthesis from 8-mercapto-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (1) and 2-(benzoylamino)-ethyl chloride (2)via 8-(benzoylaminoethylthio)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (3) and its chloromido derivative4. The analogous 9-phenyl-1,3-dimethyl-2,4-dioxo-1,2,3,4,6,7-hexahydro-[1,3,6]-thiadiazepino-[3,2-f]-purine (7) was synthesized either from compound1 and N-(2-chloroethyl)-benzimido chloridevia N-(chloroethyl)-S-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-7H-purin-8-yl)-benzothioimide (6), or alternatively from 7-(2-benzoylaminoethyl)-8-bromo-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (9), its 8-mercapto derivative10 and the corresponding chloroimido compound11 being the intermediates.Part of this paper was presented as a preliminary report at the Congress of Czech and Slovak Chemical Societies, Olomouc, Czech Republic, September 13–16, 1993 相似文献
18.
I. V. Ukrainets L. V. Sidorenko O. S. Golovchenko 《Chemistry of Heterocyclic Compounds》2007,43(8):1008-1013
The spatial structural features of 3-bromo-3-ethoxycarbonyl-2,4-dioxo-1,2,3,4-tetrahydroquinolines have been studied by X-ray
analysis. It has been experimentally confirmed that these compounds can be regarded as potential brominating agents.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1189–1195, August, 2007. 相似文献
19.
3-Allenyl-4-aryl-7,7-dimethyl-5-oxo-2-thioxo-1,2,3,4,5,6,7,8-octahydroquinoline-3-carbonitriles were synthesized via [3,3]-sigmatropic
rearrangement of 4-aryl-7,7-dimethyl-5-oxo-2-(prop-2-yn-1-ylsulfanyl)-1,4,5,6,7,8-hexahydroquinoline-3-carbonitriles. The
structure of 3-allenyl-7,7-dimethyl-4-(2-nitrophenyl)-5-oxo-2-thioxo-1,2,3,4,5,6,7,8-octahydroquinolin-3-carbonitrile was
determined by X-ray analysis. 相似文献
20.
Cyclization of 1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-6-yl)carbonyl-4-R-thiosemicarbazides in basic medium gave 6-(4-R-5-thioxo-1,2,4-triazol-3-yl)pyrimidine-2,4-diones
(R = Allyl, Ph). Alkylation of the latter with iodomethane occurred at the sulphur atom to give the corresponding methylsulfanyl
derivatives. Acetylation using acetyl chloride occurred at the N(1) atom of the triazole ring to the corresponding acetyl derivative when R = Ph but for R = Allyl the acetylation did not occur
under the same conditions. In the presence of bromine in refluxing methanol the indicated allyl-substituted compound cyclizes
to 6-bromomethyl-3-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-6-yl)-5,6-dihydrothiazolo[2,3-c]-1,2,4-triazole. Under Mannich and
bromination conditions the methylsulfanyl derivatives prepared form derivatives at the 5 position of the uracil ring: 5-methylmorpholino-(piperidino)-and
5-bromo-(4-R-5-thioxo-1,2,4-triazol-3-yl)pyrimidine-2,4-diones respectively.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 906–912, June, 2006. 相似文献