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1.
Palladium-catalyzed cross-coupling between 2,5-dimethyl-3-thienylboronic and mucobromic acids under phase transfer catalysis (PTC) conditions gave the expected 3,4-bis(2,5-dimethyl-3-thienyl)-5-hydroxyfuran-2-one in 32% yield. The by-product was 2,2’,5,5’-tetramethyl-3,3’-bithiophene. The oxidation of the obtained hemiacylal with potassium permanganate under PTC conditions afforded 3,4-bis(2,5-dimethyl-3-thienyl)furan-2,5-dione in high yield.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2238–2240, October, 2004. 相似文献
2.
S. N. Ivanov B. V. Lichitskii A. A. Dudinov A. Yu. Martynkin M. M. Krayushkin 《Chemistry of Heterocyclic Compounds》2001,37(1):85-90
A novel, convenient method has been developed for the synthesis of 1,2-bis(2,5-dimethyl-3-thienyl)ethanedione, from which were prepared 5,6-bis(2,5-dimethyl-3-thienyl)-1,2,4-triazines (analogs of the photochromic 1,2-diarylethenes). The principial possibility of using 1,2,4-triazines obtained as photochromic agents was investigated. 相似文献
3.
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
4.
V. Z. Shirinyan M. M. Krayushkin L. I. Belen'kii L. G. Vorontsova Z.A. Starikova A. Yu. Martynkin V. L. Ivanov B. M. Uzhinov 《Chemistry of Heterocyclic Compounds》2001,37(1):77-84
There is proposed, and in the case of 2,5-dimethylthiophene carried out, a novel route to the synthesis of 3,4-dithienylfuran-2,5-dione type photochromes. This is done in two stages, the first being a Friedel-Crafts reaction of the starting thiophene with the dichloride of squaric acid and the second is a Baeyer-Villiger oxidation of the 3,4-bis(2,5-dimethyl-3-thienyl)cyclobutenedione to give the target 3,4-bis(2,5-dimethyl-3-thienyl)furan-2,5-dione. 相似文献
5.
Synthesis and Photochemistry of 3-(2-Thienyl)-2,2-dimethyl-2H-azirine The synthesis of 3-(2-thienyl)-2,2-dimethyl-2 H-azirine (1) is described. UV. irradiation of 1 in benzene solution generates the nitrile isopropylide 2 which reacts in a regiospecific manner with activated C, C and C, O double bonds to give 1-pyrrolines and 3-oxazolines, respectively. With chelidonic acid diethyl ester the cycloaddition of 2 to the C, C double bond is preferred. 相似文献
6.
Yu. P. Porshnev E. M. Tereshchenko V. B. Mochalin 《Chemistry of Heterocyclic Compounds》1974,10(10):1156-1158
2,5-Dibutoxy-4-(α-thienyl)-Δ3-dihydropyran was obtained by bromoalkoxylation at the double bond and dehydrobromination of 2-butoxy-4-(α-thienyl)-Δ5-dihydropyran. Acid hydrolysis of the product in the presence of N-methylaniline hydrochloride gave a salt of 3-(α-thienyl)glutaconic dialdehyde dianil, treatment of which with cyclopentadienylsodium in alcohol gives the corresponding fulvene, which is thermally cleaved to N-methylaniline and 6-(α-thienyl)azulene. 相似文献
7.
The reaction of 3,4,4-trichloro-1-(2-thienyl)but-3-en-1-one with hydroxylamine gave 3-hydroxyiminomethyl-5-(2-thienyl)isoxazole
which was converted into 5-(2-thienyl)isoxazole-3-carbonitrile by the action of acetic anhydride in pyridine. 5-(2-Thienyl)isoxazole-3-carbonitrile
reacted with hydroxylamine to produce the corresponding amide oxime. Heterocyclization of its O-acyl derivatives in acetic acid afforded 5-substituted 3-[5-(2-thienyl)isoxazol-3-yl]-1,2,4-oxadiazoles. 相似文献
8.
Syntheses of 2,5-bis(4-methyl-2-thienyl)thiophene 3 and 2,5-bis(4-methyl-2-thienyl)pyrrole 4 are described. The key step involves Stetter reaction between 4-methyl-2-thiophenecarboxaldehyde and divinyl sulfone. Cyclizaton of the resulting 1,4-bis-(4-methyl-2-thienyl)-1,4-butanedione 2 with Lawesson's reagent gives 2,5-bis(4-methyl-2-thienyl)thiophene 3, whereas condensation with ammonium acetate provides the 2,5-bis(4-methyl-2-thienyl)pyrrole 4. 相似文献
9.
M. M. Krayushkin B. V. Lichitskii A. P. Mikhalev B. V. Nabatov A. A. Dudinov S. N. Ivanov 《Russian Journal of Organic Chemistry》2006,42(6):860-864
1,2-Bis(2,5-dimethyl-3-thienyl)-2-hydroxyethan-1-one reacts with thioamides, thiosemicarbazides, and methyl hydrazinecarbodithioate in trifluoroacetic acid to give the corresponding thiazole, thiadiazine, and pyrazole derivatives, respectively. 相似文献
10.
S. I. Luyksaar M. M. Krayushkin Yu. A. Pyankov V. A. Barachevsky 《Chemistry of Heterocyclic Compounds》2010,46(7):822-828
The first representatives of thiophene derivatives with two fulgimide fragments in one molecule have been obtained by the
condensation of (3Z)-3-[1-(2,5-dimethyl-3-thienyl)ethylidene]-4-isopropylidene-2,5-furandione with aromatic diamines. The
photochromic properties of the obtained compounds have been investigated and the effect of a spacer, linking the two fulgimide
fragments, on the reaction rates of photocoloration and photodecoloration of these compounds has been studied. 相似文献
11.
Jiaxin Zhang Yazhuo Li Wenwei Qian Liu Zhang Fengxi Li 《Green Chemistry Letters and Reviews》2018,11(3):224-229
The transesterification of 3-hydroxy-3-(2-thienyl) propanenitrile catalyzed by Pseudomonas fluorescens lipase (PFL) in liquid carbon dioxide (CO2) was reported. Compared with that in organic solvent (n-hexane), the catalytic performance of PFL was dramatically enhanced in liquid CO2. Under the optimal reaction conditions, PFL exhibited an excellent enantioselectivity (E-value: 92.9) with a high enzyme activity (82.5?μmol/g/min). Besides, the remained (S)-3-hydroxy-3-(2-thienyl) propanenitrile with high enantiomeric purity (ee?>?99%) was obtained in 4?h when the conversion was about 52%.Lipase-catalyzed transesterification of 3-hydroxy-3-(2-thienyl) propanenitrile in liquid CO2 相似文献
12.
Conclusions The hydrothiolysis of di(2-thienyl) disulfide by hydrogen sulfide at 130–180°C leads to the formation mainly of di(2-thienyl) sulfide. 2-Thiophenethiol is formed as a side-product due to the dissociation of the disulfide at the S-S bond and subsequent reaction of the thiol radicals with hydrogen sulfide. Di(2-thienyl) sulfide also undergoes secondary conversions to 2-thienyl 3-thienyl sulfide and 3-thiophenethiol by the addition of thiol radicals at C-3 of the thiophene ring.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2783–2785, December, 1985. 相似文献
13.
Lin Jiang Peng Cao Yulei Zhang Xiezhong Xie 《Research on Chemical Intermediates》2012,38(9):2229-2235
The title compound 8-(2-(5-(4-methylphenyl)-2-thienyl)vinyl)l-10,10-dimethyl-10H-pyrido[1,2-a]indolium perchlorate (3) has been synthesized by cycloaddition and condensation reactions, and characterized by elemental analysis, IR, 1H NMR, and single-crystal X-ray diffraction. The crystal structure analysis exhibits that the molecule of 3 possesses good coplanarity, and the three rings (10H-pyrido[1,2-a]indolium, thienyl and phenyl) and vinyl moiety can make up a large conjugated system. Its UV-Vis and fluorescence spectra were measured, and found that it displays larger maximum absorptions and emission wavelengths in comparison with 8-(4-methylphenyl)vinyl analogue. 相似文献
14.
L. M. Potikha A. R. Turelyk V. A. Kovtunenko A. V. Turov G. V. Palamarchuk R. I. Zubatyuk O. V. Shishkin 《Chemistry of Heterocyclic Compounds》2010,46(6):742-753
(Z)-4-Bromo-1,3-di(2-thienyl)-2-buten-1-one was obtained by the bromination of 1,3-di(2-thienyl)-2-buten-1-one by NBS in anhydrous
CCl4. The starting butanone was obtained by the condensation of 1-(2-thienyl)-1-ethanone by the action of SOCl2. The reaction of (Z)-4-bromo-1,3-di(2-thienyl)-2-buten-1-one with tertiary amines such as Et3N, pyridine, 1-alkyl-1,3-diazole, 1-alkylbenzimidazole, and 1-alkyl-1,2,4-triazole leads to quaternary salts. The azolium
salts cyclize by the action of base to give di(2-thienyl)azolo[a]pyridinium derivatives. 3-Methyl-6,8-di(2-thienyl)[1,3]thiazolo[3,2-a]pyridin-4-ium
and 2,4-di(2-thienyl)pyrido[2,1-b]benzothiazol-10-ium bromides were obtained by the same procedure but without separating
the intermediate quaternary salts. 相似文献
15.
A. Sh. Sharifkanov Sh. S. Akhmedova R. A. Timirova I. S. Chanysheva E. G. Il' yasov 《Chemistry of Heterocyclic Compounds》1971,7(3):326-327
1,4-Bis(2,5-dimethyl-4-hydroxypiperidino)-2-butene and 1,4-bis(2,5-dimethyl-4-hydroxypiperidino)-2-butyne (II and III) were obtained by the action of 1,4-dibromo-2-butene and 1,4-dibromo-2-butyne on the form of 2,5-dimethyl-4-piperidol (I). The benzoates (IV and V) were obtained by acylation of II and III with benzoyl chloride.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 352–353, March, 1971. 相似文献
16.
V. A. Smirnov A. V. Zimichev G. A. Lyzhova A. E. Lipkin 《Chemistry of Heterocyclic Compounds》1982,18(1):28-31
Depending on the substituent, the bromination of 4-(2-thienyl)thiazoles and 2-(2-thienyl)quinoline takes place in the 5 position of the thiophene or thiazole ring. When an amino group is present in the 2 position of the thiazole ring, bromination takes place in the 5 position of the thiazole ring. When excess brominating agent is present, a second bromine atom enters the 5 position of the free ring.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 35–38, January, 1982. 相似文献
17.
P. A. Konstantinov L. V. Semerenko K. M. Suvorova E. N. Bondar Ya. L. Gol'dfarb 《Chemistry of Heterocyclic Compounds》1970,4(2):172-175
The action of chloromethyl ether on di(2-thienyl)methane, 1, 1-di-(2-thienyl)ethane, 2, 2-di(2-thienyl)propane, 2, 5-bis(dimethyl-2-thienylmethyl)thiophene, and 1, 1, 1-tri(2-thienyl)ethane has given, respectively: 5-chloromethyl -2 -thienylthiophene, 1, 1-bis(5-chloro-methyl-2-thienyl)ethane, 2, 2-bis(5-chloromethyl-2-thienyl)propane, 2, 5-bis(dimethyl-5-chloromethyl-2-thienylmethyl)thiophene, 1-(2-thienyl)-1, 1-bis(5-chloromethyl-2-thienyl)-ethane, and the corresponding amines: 5-diethylaminomethyl-2-thienylthiophene, 1,1-Bis(5-diethylaminomethyl-2-thienyl)ethane, 2, 2-bis(5-aminomethyl-2 -thienyl)propane, 2, 2-bis(5-methylaminomethyl-2-thienyl)propane, 2, 5-bis(dimethyl-5-dimethylaminomethyl-2-thienylmethyl)thiophene, and 2, 8, 8, 14, 20, 20-hexamethyl-2, 14-diaza-3, 2, 3, 2--cyclotetrathiene. The reductive desulfonation over Raney nickel of the diacetyl derivatives of 2, 2-bis(5-aminomethyl-2-thienyl)propane and 2, 2-bis(5-methylaminomethyl-2-thienyl)propane has given the diacetyl derivatives of aliphatic amines. 相似文献
18.
Krayushkin M. M. Ivanov S. N. Lichitskii B. V. Dubinov A. A. Vorontsova L. G. Starikov Z. A. Martynkin A. Yu. 《Russian Journal of Organic Chemistry》2004,40(1):79-84
>A procedure was developed for the synthesis of bis(2,5-dimethyl-3-thienyl)ethenes with partially fixed molecular conformation, and their photochromic properties in solution were studied. The structure of photochromic 1-(2,5-dimethyl-3-thienyl)-7,9-dimethyl-5,6-dihydrothieno[3',4' : 3,4]pyrido[1,2-c][1,3]oxazol-3-one, as well as of 1-(2,5-dimethyl-3-thienyl)-7,9-dimethylthieno[3',4' : 3,4]pyrido[1,2-c][1,3]oxazol-3-one possessing no photochromic properties, was determined by X-ray analysis. 相似文献
19.
Shuyin Liu Guihua Xiong Fengxi Li Shushu Wei Zhi Wang 《Green Chemistry Letters and Reviews》2016,9(4):190-195
(S)-3-hydroxy-3-(2-thienyl) propanenitrile, which is the key chiral building block for the synthesis of (S)-duloxetine, was successfully prepared via enantioselective transesterification catalyzed by lipase under ultrasound irradiation. Compared with conventional shaking, the enzyme activity and enantioselectivity were dramatically enhanced under ultrasound irradiation. Under optimum reaction conditions (solvent: n-hexane, ultrasound power: 150?W, aw: 0.33, temperature: 40°C), Pseudomonas sp. lipase exhibited an excellent catalytic performance (enzyme activity: 81.5?μmol?g?1?min?1, E-value: 65.4). The reaction achieved its equilibrium in approximately 7?h with a conversion of 53.9% and high enantiopurity (99% ee) of (S)-3-hydroxy-3-(2-thienyl) propanenitrile could be obtained. 相似文献
20.
Z. M. Garashchenko G. G. Skvortsova N. S. Krishtal' 《Chemistry of Heterocyclic Compounds》1971,7(12):1511-1515
Equimolecular amounts of-(2-furyl and 2-thienyl)acroleins and o-, m-, and p-vinyloxy-anilines react at room temperature to form-(2-furyl and 2-thienyl)acrylidinevinyloxy-anilines. Their structures were proved by hydrogenation, hydrolysis, and IR spectroscopy. Their capacity for complexing with hydrated stannic chloride was established. The bacteriostatic activity of some of the synthesized substances was tested.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1626–1630, December, 1971. 相似文献