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1.
Methyl 2-allyl-3-oxo-2,3-dihydrothiophene-2-carboxylate ( 2 ) photocyclizes selectively to methyl 2-oxo-7-thiatricyclo[3.2.1.03,6]octane-1-carboxylate ( 4 ). In contrast, 4-thia-2-cyclohexenone 3 , on irradiation, affords only low yields of dimers, cycloadducts (2-methylpropene) or RH reduction products (i-ProH). 相似文献
2.
I. V. Ukrainets L. V. Sidorenko A. A. Davidenko A. K. Yarosh 《Chemistry of Heterocyclic Compounds》2010,46(4):445-451
Hydrochlorides salts of [(alkylamino)alkyl]amides of 1-allyl-4-hydroxy-6,7-dimethoxy-2-oxo-1,2-di-hydroquinoline-3-carboxylic
acid were synthesized as potential biologically active compounds. Pharmacological testing showed promise for using these compounds
to develop new highly efficient opioid receptor antagonists. 相似文献
3.
I. V. Ukrainets N. L. Bereznyakova O. V. Gorokhova A. V. Turov 《Chemistry of Heterocyclic Compounds》2007,43(11):1426-1433
The bromination of 3-allyl-4-hydroxy-2-oxo-1,2-dihydroquinoline by molecular bromine is accompanied by the closure of a five
membered furan ring and gives the corresponding 2-bromomethyl-3,9-dihydro-2H-furo[2,3-b]quinolin-4-one.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1677–1686, November, 2007. 相似文献
4.
The bromination and iodination of substituted 3-allyl-2-mercapto-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidines have been studied.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1289–1290, September, 1973. 相似文献
5.
S. G. Krivokolysko V. D. Dyachenko V. N. Nesterov V. P. Litvinov 《Chemistry of Heterocyclic Compounds》2001,37(3):315-319
The stereoselective synthesis of 3-allyl-4-(4-bromophenyl)-3-cyano-6-oxopiperidine-2-thione has been carried out by refluxing N-methylmorpholinium 5-[1-(4-bromophenyl)-2-cyano-2-thiocarbamoylethyl]-2,2-dimethyl-1,3-dioxa-6-oxo-4-cyclohexen-4-olate with allyl bromide in ethanol. The structure of the product was confirmed by X-ray investigation. 相似文献
6.
I. V. Ukrainets N. L. Bereznyakova Liu Yangyang A. V. Turov 《Chemistry of Heterocyclic Compounds》2010,46(4):452-456
NMR spectroscopy showed that treatment of 1-allyl-3-[(arylamino)methylene]quinoline-2,4-(1H,3H)-diones with an equivalent
amount of dry bromine in anhydrous acetic acid leads to the formation of 4-aryliminomethyl-2-bromomethyl-5-oxo-1,2-dihydro-5H-oxazolo[3,2-a]quinolinium
bromides. 相似文献
7.
I. V. Ukrainets E. V. Mospanova A. A. Davidenko S. V. Shishkina 《Chemistry of Heterocyclic Compounds》2010,46(9):1084-1095
A targeted synthesis was carried out of a series of 1-allyl-4-hydroxy-6,7-dimethoxy-2-oxo-1,2-di-hydroquinoline-3-carboxylic
acid alkylamides which show interest for biological study as potential analgesics. It was found that, in the presence of one
equivalent of bromine, the compounds indicated undergo halocyclization to the corresponding 2-bromomethyl-7,8-dimethoxy-5-oxo-1,2-dihydro-5H-oxa-zolo[3,2-a]quinoline-4-carboxylic
acid alkylamides. However, with an excess of bromine the reaction occurs somewhat differently and concludes with the formation
of complexes of bromine with 4-alkyl-carbamoyl-2-bromomethyl-5-hydroxy-7,8-dimethoxy-1,2-dihydrooxazolo[3,2-a]quinolinium
ditri- bromides. According to the results of pharmacological screening there are found compounds within the substances discovered
with high analgesic activity. 相似文献
8.
G. L. Rusinov R. I. Ishmetova S. G. Tolshchina N. K. Ignatenko I. N. Ganebnykh P. A. Slepukhin V. A. Ol’shevskaya V. N. Kalinin V. N. Charushin 《Russian Chemical Bulletin》2010,59(1):116-121
The [4+2] cycloaddition reactions of 3,6-disubstituted 1,2,4,5-tetrazines with 9-allyl-1,7-,9-allyl-1,2-dicarba-closo-dodecaboranes and 1-allyl-2-isopropyl-1,2-dicarba-closo-dodecab-orane have been studied. The pyridazines containing carborane cage have been synthesized for the first time. 相似文献
9.
Alkylation in the 2-Position of (2S, 4R)-4-Hydroxyproline with Retention of Configuration O-Acetyl-4-hydroxyproline ( 1b ) is condensed with pivalaldehyde to give a single stereoisomer of the 2-(tert-butyl)-4-oxo-3-oxa-1-azabicyclo[3.3.0]oct-7-yl acetate ( 3 ). This is converted to the enolates 4 or 5 , reactions of which with alkyl halides, aldehydes, and acetone (→ 6,9,10,11 ) are diastereoselective (lk-1,3-induction). Cleavage of the corresponding products furnishes the enantiomerically pure 2-deuterio-, 2-methyl-, 2-allyl-, and 2-benzyl-substituted 4-hydroxyprolines 2a–2d . 相似文献
10.
N-Methylmorpholinium 6-oxo-3,5-dicyano-1,4,5,6-tetrahydro-4-(spirocyclopentane)pyridine-2-thiolate was obtained by reaction
of cyclopentylidenecyanoacetic ester with cyanothioacetamide or cyclopentylidenecyanothioacetamide with cyanoacetic ester
in the presence of N-methylmorpholine; it is used in synthesis of substituted 2-alkylthiotetrahydropyridines, 5-oxo-6,8-dicyano-2,3,6,7-tetrahydro-(5H)-7-(spirocyclopentane)-thiazolo[3,2-a]pyridine, 5-allyl-2-methylthio-3,5-dicyano-4,5-dihydro-4-(spirocyclo-pentane)pyridin-6(1H)-one, and 3-amino-6-oxo-5-cyano-4,5-dihydro-4-(spirocyclopentane)-2H-pyrazolo[5,4-b]pyridin-6(7H)-one.
T. G. Shevchenko Lugansk State Pedagogical Institute, Lugansk 348011, Ukraine, N. D. Zelinskii Institute of Organic Chemistry,
Russian Academy of Sciences, Moscow 117913, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 208–212,
February, 1998. 相似文献
11.
The rearrangement of 10-allyl-2-oxo-Δ1(9), 3-hexahydronaphthalene ( 12 ) catalysed by trifluoroacetic acid and other Bronsted acids yielded almost exclusively the [3s, 3s]-products, 1- and 3-allyl-5,6,7,8-tetrahydro-2-naphthol ( 16 and 15 , respectively). The rearrangement of 12 with trifluoroacetic anhydride or acetic anhydride/sulfuric acid, yields, besides 15 and 16 , appreciable amounts of the [1s, 2s]-rearrangement product, 4-allyl-5,6,7,8-tetrahydro-2-naphthol ( 14 ) (table 1). The CF3COOH catalysed dienone-phenol-rearrangement of 6-ally-5,6-dimethyl-cyclohexa-2,4-dien-l-one ( 11 ) in hexane at 0° yields4-allyl-2,3-dimethyl-phenol ( 19 ). Rearrangement of d3- ll containing a specifically deuteriated allyl group proves that the formation of d3- 19 occurs via a [3s, 3s]-sigmatropic reaction. On the other hand, treatment of 11 with (CF3CO)2O at 0° in hexane gives (after saponification) 4-allyl-, 5-allyl- and 6-allyl-2,3-dimethyl-phenol ( 19 , 20 and 21 , respectivcly). This reaction occurs via an acyloxybenzenium-ion intermediate. The reactions performed with d3- 11 demonstrate that the formation of d3- 19 occurs both by a direct [3s, 3s]-shift and by a twofold [1s, 2s]-shift, respectively. d3- 20 is formcd by a [3s, 4s]-sigmatropic reaction. d3- 21 is obtained with about 95% inversion of the carbon skeleton of the allyl group. Thus d3- 21 is mainly formed by a [1s, 2s]- followed by a [3s, 4s]-sigmatropic rearrangement. 6-Allyl-6-niethyl-cyclohexa-2,4-dien-1-one ( 4 ) yields with CF3COOH in hexane 4-allyl-2-methyl-phenol ( 5 ), whereas with (CF3CO)2O in hexane 5 , 3-allyl- and 5-allyl-2-methyl-phenol ( 24 and 25 , respectively) are formed in comparable amounts. As a minor product 6-allyl-2-methyl-phenol ( 26 ) was observed. Based on these observations, the concept of charge-induced, e.g. schemes 2 and 3, and charge-controlled, e.g. scheme 7, sigmatropic reactions, has been elaborated. In the former, the charge serves only to accelerate appreciably thermal orbital-symmetry allowed reactions, whereas in the latter, the charge determines the course of the transformations according to the Woodward-Hoffmann rules. Especially in acetylating systems, allylcyclohexdienones undergo charge-induced and charge-controlled reactions simultaneously. 相似文献
12.
Acylation of substituted 4-(furyl-2)-4-arylaminobut-1-enes with maleic anhydride provided 2-allyl-6-carboxy-4-oxo-3-aza-10-oxatricyclo[5.2.1.01,5]dec-8-enes in high yield under mild reaction conditions. The Diels-Alder adducts are formed via an initial amide formation followed by a stereoselective intramolecular [4+2] exo-cycloaddition reaction. Treatment of the tricyclic compounds with phosphoric acid at high temperatures (70-120 °C) promoted cyclic ether opening, intramolecular cyclization and aromatization to give the corresponding tetracyclic compounds, 5,6,6a,11-tetrahydro-10-carboxyisoindolo[2,1-a]quinolines, in moderate yields. The influence of the acid and the reaction temperature on the cyclization reactions are also discussed. 相似文献
13.
V. N. Nesterov I. A. Aitov Yu. A. Sharanin Yu. T. Struchkov 《Russian Chemical Bulletin》1996,45(1):164-167
The reaction of 1-allyl-4-methylquinolinium bromide with 2-dicyanomethyleneindan-1,3-dione in the presence of a two-fold excess of triethylamine affords 1-allyl-4-[2-cyano-2-(indan-1,3-dione-2-ylidene) ethylidene]-1,4-dihydrogtiinoline, a representative of a new class of merocyanines. The structure of this compound has been established by X-ray structural analysis. A substantial intramolecular charge transfer and a hydrogen bond between the vinyl hydrogen atom and the indandione oxygen atom have been found.Dedeased in 1995Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 173–176, January, 1996. 相似文献
14.
S. M. Khripak A. A. Dobosh I. V. Smolanka A. S. Mikitchin 《Chemistry of Heterocyclic Compounds》1973,9(3):300-302
A new method for the synthesis of 2-amino-3-carbethoxy-4,5,6,7-tetrahydrobenzo[b]selenophene was developed. The reaction of the latter with allyl isothiocyanate gave 2-(N-allylthioureido)-3-carbethoxy-4,5,6,7-tetrahydrobenzo[b]selenophene, which is cyclized to the potassium salt of 3-allyl-4-oxo-2-thio-3,4,5,6,7,8-hexahydrobenzo[b]selenopheno[2,3-d]pyrimidine on treatment with potassium hydroxide.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 326–328, March, 1973. 相似文献
15.
L. V. Parfenova P. V. Kovyazin T. V. Tyumkina L. M. Khalilov U. M. Dzhemilev 《Russian Journal of Organic Chemistry》2016,52(12):1750-1755
One-pot synthesis of 2-[(hydroxy- and methoxyphenyl)methyl]butane-1,4-diols in an overall yield of 60–65% by cycloalumination of allylbenzenes (4-allyl-1-methoxybenzene, 4-allyl-1,2-dimethoxybenzene, 5-allyl-2-methoxyphenol, and 5-allyl-1,2,3-trimethoxybenzene) with triethylaluminum in the presence of Cp2ZrCl2 is reported for the first time. The developed procedure opens a new synthetic route to practically important β-substituted butane-1,4-diols that are precursors to dibenzylbutane lignans. 相似文献
16.
O. A. Komarova N. M. Igidov A. E. Rubtsov V. V. Zalesov A. S. Makarov Yu. S. Toksarova 《Russian Journal of Organic Chemistry》2010,46(2):236-240
Reactions of 1,2-diphenylethane-1,2-dione hydrazone with 4-aryl-2-hydroxy-4-oxobut-2-enoic and 2-hydroxy-5,5-dimethyl-4-oxohex-2-enoic
acids provided 4-aryl-4-oxo-2-[2-(2-oxo-1,2-diphenylethylidene) hydrazino]but-2-enoic and 5,5-dimethyl-4-oxo-2-[2-(2-oxo-1,2-diphenylethylidene)hydrazino]hex-2-enoic
acids. The acids derivatives can exist in solutions as Z- and β-enehydrazino-or β-ketohydrazone forms, and under the treatment with acetic anhydride they undergo cyclization into
5-aryl- and 5-tert-butyl-3-[2-(2-oxo-1,2-diphenylethylidene)hydrazono]-2,3-furandiones. 相似文献
17.
I. V. Ukrainets N. L. Bereznyakova A. V. Turov S. V. Shishkina 《Chemistry of Heterocyclic Compounds》2007,43(7):871-878
The reaction of 2-bromomethyl-5-oxo-1,2-dihydro-5H-oxazolo[3,2-a]quinoline-4-carboxylic acid with thionyl chloride is accompanied
by a transformation of the oxazoloquinolone ring to give 4-chloro-1-(2,3-dichloropropyl)-2-oxo-1,2-dihydroquinoline-3-carboxylic
acid chloride.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1034–1042, July, 2007. 相似文献
18.
S. Yu. Ryabova E. Yu. Khmel’nitskaya N. A. Rastorgueva N. B. Grigor’ev V. G. Granik 《Russian Chemical Bulletin》2004,53(12):2830-2833
Electrochemical reduction of 1-aryl-2-oxo-1,2,3,6-tetrahydro[1,4]diazepino[6,5-b]indole 4-oxides, 2-oxo-1-phenyl-1,2,3,6-tetrahydro[1,4]diazepino[6,5-b]indole, and 2-oxo-1-phenyl-1,2,3,4,5,6-hexahydro[1,4]diazepino[6,5-b]indole was studied. The results obtained were compared with previous data for the reduction of 4-oxides with formamidinesulfinic acid.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2715–2718, December, 2004. 相似文献
19.
V. V. Kuznetsov A. R. Pal'ma M. Fernandes A. É. Aliev V. K. Shevtsov A. V. Varlamov N. S. Prostakov 《Chemistry of Heterocyclic Compounds》1991,27(10):1080-1083
The bromination of 1,2,3,4-tetrahydro-4-methylspiro[quinoline-2-cyclohexane] has been carried out under various conditions. Dibromo and monobromo derivatives have been obtained; the monobromo derivatives were synthesized by cyclization of 1-allyl-1-bromophenylaminocyclohexanes.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1350–1353, October, 1991. 相似文献
20.
The reaction of 4-oxo-1-benzopyran-2-carboxylic acid ( I ) with carbodi-imides 2 yield N-acylureas 3 . These N-acylureas are easly cyclised in ethanol to yield the corresponding spiro-4-oxo-1-benzopyrans 4 . 相似文献