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1.
A. A. Bogolyubov N. B. Chernysheva V. V. Semenov 《Chemistry of Heterocyclic Compounds》2004,40(9):1124-1130
4-(Bromomethylene)-5,5-dimethyl-1,3-dioxolan-2-one was obtained on the basis of the readily obtainable 4-methylene-5,5-dimethyl-1,3-dioxolan-2-one. It forms 2-imidazo[1,2-a]pyridin-2-yl-2-propanol with 2-aminopyridine, 11a-hydroxy-1,1-dimethyl-3-oxo-1,5,11,11a-tetrahydro[1,3]oxazolo[3,4-a]pyrido[1,2-d]-10-pyrazinium bromide with 2-(aminomethyl)pyridine, and the corresponding derivative of 4-hydroxyoxazolidin-2-one with 2-(3,4-dimethoxyphenyl)ethylamine. The last product was converted by intramolecular amidoalkylation without isolation into 10b-(bromomethyl)-8,9-dimethoxy-1,1-dimethyl-1,5,6,10b-tetrahydro[1,3]oxazolo[3,4-a]isoquinolin-3-one. 相似文献
2.
Krayushkin M. M. Ivanov S. N. Martynkin A. Yu. Lichitsky B. V. Dudinov A. A. Vorontsova L. G. Starikova Z. A. Uzhinov B. M. 《Russian Chemical Bulletin》2002,51(9):1731-1736
Procedures were developed for the synthesis of substituted bis(2,5-dimethyl-3-thienyl)ethenes containing the imidazol-2-one, 1,3-dioxol-2-one, or 1,3-oxazol-2-one fragments as ethene bridges. These compounds were demonstrated to exhibit the photochromic properties. The cyclic forms of some imidazolone and oxazolone photochromes possess high thermal stability. The structure of photochromic 4,5-bis(4-acetyl-2,5-dimethyl-3-thienyl)-3-methyl-2,3-dihydro-1,3-oxazol-2-one was established by X-ray diffraction analysis. The molecule adopts an anti-parallel conformation similar to that of perfluorocyclopentene-bridged dithienylethenes. 相似文献
3.
Krayushkin M. M. Ivanov S. N. Martynkin A. Yu. Lichitsky B. V. Dudinov A. A. Uzhinov B. M. 《Russian Chemical Bulletin》2001,50(1):116-121
Procedures for the synthesis of 4,5-bis[2,5-dimethyl(3-thienyl)]-1,3-azoles based on 1,2-bis[2,5-dimethyl(3-thienyl)]-2-hydroxyethan-1-one, 2-chloro-1,2-bis[2,5-dimethyl(3-thienyl)]ethan-1-one, and 1,2-bis[2,5-dimethyl(3-thienyl)]ethane-1,2-dione were developed. Dithienylethenic compounds in which the thienyl rings are linked through the azole rings exhibit photochromic properties. 相似文献
4.
Giuseppe Daidone Salvatore Plescia Jole Fabra 《Journal of heterocyclic chemistry》1980,17(7):1409-1411
Thermal decomposition of the diazonium sulfate derived from N-methyl-(1-phenyl-3-methylpyrazol-5-yl)-2-aminobenzamide afforded products formulated as 1-phenyl-3-methyl[2]benzopyrano[4,3-c]pyrazol-5-one (yield 10%), 1,4-dimethyl-3-phenylpyrazolo[3,4-c]isoquinolin-5-one (yield 10%), N-methyl-(1-phenyl-3-methylpyrazol-5-yl)-2-hydroxybenzamide (yield 8%) and 4′-hydroxy-2,3′-dimethyl-1′-phenylspiro[isoindoline-1,5′-[2]-pyrazolin]-3-one (yield 20%). Decomposition of the diazonium sulfate derived from N-methyl-(1,3-diphenylpyrazol-5-yl)-2-aminobenzamide gave products formulated as 7,9-dimethyldibenzo[e,g]pyrazolo[1,5-a][1,3]-diazocin-10-(9H)one (yield 8%), 4-methyl-1,3-diphenylpyrazolo[3,4-c]isoquinolin-5-one (yield 7%) and 4′-hydroxy-2-methyl-1′,3′-diphenylspiro[isoindoline-1,5′-[2]pyrazolin]3-one (yield 10%). The spiro compounds 6a,b underwent thermal and acid-catalysed conversion into the hitherto unknown 2-benzopyrano[4,3-c]pyrazole ring system 7a,b in good yield. Analytical and spectral data are presented which supported the structures proposed. 相似文献
5.
L. I. Belen’kii A. V. Kolotaev V. Z. Shirinyan M. M. Krayushkin Yu. P. Strokach T. M. Valova Z. O. Golotyuk V. A. Barachevskii 《Chemistry of Heterocyclic Compounds》2005,41(1):86-92
The polar [4+2] cycloaddition reaction of 1,2-bis(2,5-dimethyl-3-thienyl)acetylene with thiobenzamide and certain aldehydes of the thiophene and furan series catalyzed by boron trifluoride etherate gives the corresponding 4-hetaryl-5,6-di(2,5-dimethyl-3-thienyl)-2-phenyl-4H-1,3-thiazines. The photochromic properties of the products have been studied.__________Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 100–106, January, 2005. 相似文献
6.
Krayushkin M. M. Shirinyan V. Z. Belen'kii L. I. Shimkin A. A. Martynkin A. Yu. Uzhinov B. M. 《Russian Journal of Organic Chemistry》2002,38(9):1335-1338
A new convenient procedure for the synthesis of photochromic N-alkyldithienylmaleimides was developed on the basis of the reaction of 3,4-bis(2,5-dimethyl-3-thienyl)furan-2,5-dione with primary amines. Photochromic properties of the products were examined. 相似文献
7.
Libraries of skeletally diverse potential bioactive polycyclic/spirocyclic heterocyclic compounds; 2-amino-7,9-dimethyl-5-oxo-4-aryl-4,5,6,7-tetrahydropyrano[2,3-d]pyrazolo[3,4-b]pyridine-3-carbonitrile, 2′-amino-7′,9′-dimethyl-2,5′-dioxo-6′,7′-dihydro-5′H-spiro[indoline-3,4′-pyrano[2,3-d]pyrazolo[3,4-b]pyridine]-3′-carbonitrile, and 5,5′-(arylmethylene)bis(4-hydroxy-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-one) have been synthesized through a multi-component reaction using novel heterocyclic active methylene compound 4-hydroxy-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-6(7H)-one as one of the building blocks. This protocol can be considered to be an efficient and eco-friendly strategy for diversity oriented synthesis. 相似文献
8.
Jorge D. Prez Daniel A. Wunderlin Thomas L. Lemke Kailash N. Sawhney 《Journal of heterocyclic chemistry》1987,24(4):1073-1076
Flash Vacuum Pyrolysis (FVP) of 3-t-Butylindeno[1,2-c]isoxazol-4-one ( 1 ) and 3-t-Butylspiro[2H-azirine-2,2′-(2H)indene]-1′,3′-dione ( 2 ) were carried out. Reaction of 1 from 300–400° afford 2 and 2-carbonyl-1,3-indandione 2-azine ( 3 ) as the major products, whereas 2-t-Butylindeno[1,3-c]oxazol-4-one ( 4 ) was the main products in FVP of 2 together with minor amounts of 3. 相似文献
9.
Krayushkin M. M. Ivanov S. N. Martynkin A. Yu. Lichitsky B. V. Dudinov A. A. Uzhinov B. M. 《Russian Chemical Bulletin》2001,50(12):2424-2427
Procedures were developed for the synthesis of substituted bis(2,5-dimethyl-3-thienyl)furans based on 1,2-bis(2,5-dimethyl-3-thienyl)-2-hydroxyethanone. Dithienylethene structures in which the ethene fragment is involved in the furan or furopyrimidine system possess photochromic properties and their open forms exhibit fluorescence. 相似文献
10.
N. B. Chernysheva A. A. Bogolyubov V. V. Murav'ev V. V. Elkin V. V. Semenov 《Chemistry of Heterocyclic Compounds》2000,36(10):1219-1225
The reaction of intramolecular amidoalkylation of 4-hydroxyoxazolidin-2-ones leads to formation of novel and rare heterocyclic systems: substituted 1,5,6,10b-tetrahydro[1,3]oxazolo[4,3-a]isoquinolin-3-ones, 3a,4,5,10b-tetrahydro[1,3]dioxolo[4',5':6,7]naphtho[1,2-d][1,3]oxazol-2(1H)-ones, and 5,6,10,10a-tetrahydro-1H-di[1,3]oxazolo[3,4-d:4,3-g][1,4]diazepine-3,8-diones. Mild reaction conditions and the simplicity of isolation of the compounds formed make it possible to obtain the indicated heterocycles in high yields. 相似文献
11.
I. V. Dyachenko R. I. Vas’kevich M. V. Vovk 《Russian Journal of Organic Chemistry》2014,50(2):263-270
2-[Allyl(propargyl)sulfanyl]pyrido[3,4-d]pyrimidin-4-ones at heating in polyphosphoric acid undergo an intramolecular cyclization with the formation of pyrido[4,3-e]thiazolo-[3,2-a]pyrimidin-5-ones of angular structure. Under similar conditions the cyclization of 2-(cinnamylsulfanyl)pyrido[3,4-d]-pyrimidin-4-one results in a linear pyrido[3′,4′:4,5]pyrimido-[2,1-b][1,3]thiazin-6-one. The iodocyclization of the same substrates affords the corresponding 9-(iodomethyl)(iodomethylidene)pyrido[4,3-e][1,3]thiazolo-[3,2-a]pyrimidin-5-ones and 3-iodopyrido[3′,4′:4,5]pyrimido[2,1-b][1,3]thiazin-6-one of angular structure. 9-(Iodomethyl)-8,9-dihydro-5H-pyrido[4,3-e][1,3]thiazolo[3,2-a]pyrimidin-5-one treated with sodium azide gave 9-(azidomethyl) derivative whose cyclization with substituted alkynes in the presence of copper compounds provided pyrido [4,3-e][1,3]thiazolo[3,2-a]pyrimidinylmethyltriazoles. 相似文献
12.
V. V. Dabaeva M. R. Bagdasaryan A. S. Noravyan 《Chemistry of Heterocyclic Compounds》2011,47(5):639-643
The reactions of 2-methyl (propyl) substituted 8,8-dimethyl-7,10-dihydro-4H,8H-pyrano[3",4":5',6']pyrido[3',2':4,5]thieno[3,2-d][1,3]oxazines
with primary amines give 2-methyl (propyl) substituted 8,8-di- methyl-7,10-dihydro-8H-pyrano[3",4":5',6']pyrido[3',2':4,5]thieno[3,2-d][1,3]pyrimidin-4(3H)-ones
or 3-acetyl-N-alkyl- and N-alkyl-3-butyrylamino-7,7-dimethyl-7,8-dihydro-5H-pyrano[4,3-b]thieno[3,2-e]- pyridine-2-carboxamides depending on steric hindrance in the amines. 相似文献
13.
Shuntaro Mataka Kazufumi Takahashi Tetsuro Imura Masashi Tashiro 《Journal of heterocyclic chemistry》1982,19(6):1481-1488
Reduction of 4,7-diphenyl-1,2,5-thia- ( 1a-i ) and 1,2,5-oxadiazolo[3,4-c]pyridines ( 3a and c-e ) gave 3,4-diamino-2,5-diphenylpyridines ( 2a-g ), which were converted into the fluorescent triazolo[4,5-c]-( 5 ), 1,2,5-selenadiazolo[3,4-c]- ( 6 ), imidazolo[4,5-c]pyridines ( 8 ), and pyrido[5,6-c]pyridines ( 11 ). In the reduction of 3a, c and e , 4,5-dihydro[1,2,5]oxadiazolo[3,4-c]pyridines ( 4a-c ) were obtained. 相似文献
14.
A. Sh. Oganisyan A. S. Noravyan M. Zh. Grigoryan 《Chemistry of Heterocyclic Compounds》2004,40(1):75-78
Novel dihydro-5H-pyrano[3',4':5',6']pyrido[2,3-d]-1,2,4-triazolo[4,3-c]pyrimidines and 1,2,3,4-tetrazolo[1,5-c]pyrimidines have been synthesized from 2-amino-3-cyano-7,7-dimethyl-7,8-dihydro-5H-pyrano[4,3-b]pyridine. 相似文献
15.
A. Carotti G. Casini M. Ferappi G. M. Cingolani 《Journal of heterocyclic chemistry》1980,17(7):1577-1584
Partially hydrogenated pyrido[2,1-b][1,3]oxazine, cyclopenta[d]pyrido[2,1-b][1,3]oxazine and pyrido[1,2-a]-[3,1]benzoxazine ring systems were easily formed in the reaction of 3-hydroxy-2-(2-hydroxy-1,3-dioxo-2-indanyl)-2-alken-1-one derivatives with tosyl chloride and pyridine bases. A facile interconversion between pyridooxazines and the corresponding pyridinium salts was also realized. 相似文献
16.
V. L. Gein N. N. Kasimova Z. G. Aliev M. I. Vakhrin 《Russian Journal of Organic Chemistry》2010,46(6):875-883
The reactions of methyl 2,4-dioxo-4-phenylbutanoate and methyl 2,4-dioxopentanoate with a mixture of an aromatic aldehyde
and propane-1,2-diamine, depending on the initial reactant ratio, gave 4-acyl-1-(2-aminopropyl)-5-aryl-3-hydroxy-2,5-dihydro-1H-pyrrol-2-ones and 1,1′-(propane-1,2-diyl)bis(4-acetyl-3-hydroxy-5-phenyl-2,5-dihydro-1H-pyrrol-2-one). Reactions of substituted 1-(2-aminopropyl)-2,5-dihydro-1H-pyrrol-2-ones with aromatic amines and hydrazines were studied, and the structure of one of the products, 5-(2-aminopropyl)-3,4-diphenylpyrrolo[3,4-c]pyrazol-6-one, was proved by X-ray analysis. 相似文献
17.
M. M. Krayushkin D. V. Pashchenko B. V. Lichitsky B. V. Nabatov A. N. Komogortsev L. G. Vorontsova Z. A. Starikova 《Russian Chemical Bulletin》2008,57(10):2168-2174
The reactions of dithienyl-substituted furanones with hydrazines afford the corresponding pyridazinone-bridged dithienylethenes
with photochromic properties. The structure of 4,5-bis-(2,5-dimethyl-3-thienyl)-2,6-dimethyl-2H-pyridazin-3-one was established by X-ray diffraction. 相似文献
18.
P. A. Zhmurov A. A. Tabolin A. Yu. Sukhorukov A. V. Lesiv M. S. Klenov Yu. A. Khomutova S. L. Ioffe V. A. Tartakovsky 《Russian Chemical Bulletin》2011,60(11):2390-2395
The total stereoselective synthesis of two highly potent phosphodiesterase IVb inhibitors from nitroethane, isovanillin, and ethyl vinyl ether was developed. The compounds obtained are the derivatives of hexahydro-3H-pyrrolo[1,2-c]imidazol-3-one and tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-one. The strategy proposed involves silylation of six-membered cyclic nitronates as a key step leading to 5,6-dihydro-4H-1,2-oxazines with the group CH2FG (FG = N3 or OH) at the C(3) atom. 相似文献
19.
Krayushkin M. M. Stoyanovich F. M. Zolotarskaya O. Yu. Murav"ev I. V. Martynkin A. Yu. Uzhinov B. M. 《Russian Chemical Bulletin》2001,50(12):2420-2423
Dithienylethenes containing the thiophene rings with benzothiazolyl substituents in position 2 were synthesized. 1,2-Bis[2-(benzothiazol-2-yl)benzothiophen-3-yl]hexafluorocyclopentene and 1,2-bis[2,5-di(benzothiazol-2-yl)-3-thienyl]hexafluorocyclopentene possess photochromic properties. The open forms of 1,2-bis(2-benzothiazolylhetaryl)ethenes fluoresce, but introduction of the benzothiazole rings into dihetarylethenes significantly lowers the fatigue resistance of photochromes and favors thermal reversibility. 相似文献
20.
G. D. Markova V. A. Vasnev M. L. Keshtov A. R. Khokhlov M. M. Krayushkin S. N. Ivanov T. M. Valova A. A. Dunaev Yu. P. Strokach V. A. Barachevskii L. G. Vorontsova Z. A. Starikova 《Polymer Science Series B》2006,48(1):18-22
New photochromic polymers were synthesized by quaternization of amino groups of N-methyldiethanolamine polyterephthalate with a mixture of bis(2,5-dimethyl-4-chloromethyl-3-thienyl)-1,3-dioxol-2-one and p-or m-xylylene dichloride. The spectral-kinetic studies of coatings based on the obtained polymers showed that these coatings have photochromic properties, the efficiency of which decreases with an increase in the sample thickness. 相似文献