共查询到20条相似文献,搜索用时 31 毫秒
1.
Krayushkin M. M. Shirinian V. Z. Belen"kii L. I. Shadronov A. Yu. Vorontsova L. G. Starikova Z. A. 《Russian Chemical Bulletin》2002,51(8):1510-1514
The conditions for acylation of 2,5-dimethylthiophene with squaric acid dichloride were optimized, and 3,4-bis(2,5-dimethylthiophen-3-yl)cyclobut-3-ene-1,2-dione was obtained in good yield. X-ray diffraction analysis demonstrated that the by-product has the structure of 1a,1b-dichloro-5-(2,5-dimethylthiophen-3-yl)-3-hydroxy-4,5a-dimethyl-1b,4a,5,5a-tetrahydro-1aH-1-thiacyclopropa[a]pentalen-2-one. 相似文献
2.
The photochromic behavior of two newly synthesized diarylethenes is here presented. The compounds studied are the symmetrical (1-benzyl-3,4-bis(2-methylbenzo[b]thiophen-3-yl)-[1H]-2,5-dihydropyrrol-2,5-dione) and the unsymmetrical (1-benzyl-3-(2-methylbenzo[b]thiophen-3-yl)-4-(2,5-dimethyl-3-thienyl)-[1H]-2,5-dihydropyrrol-2,5-dione). Upon stimulation with UV or violet light, these compounds become red-colored due to photocyclization and cyclorevert to the light yellow open form upon irradiation with visible light. In this work, absorption and fluorescence spectra, molar absorption coefficients of the ethenic and cyclized forms, fluorescence quantum yields and photochemical quantum yields of both the forward and back photoreactions were determined. Temperature, excitation wavelength and solvent effects were explored. The symmetrical compound was found to be a bistable photochrome. In contrast, the unsymmetrical molecule resulted unsuitable as photochrome because of side degradation processes occurring in competition with cyclization. 相似文献
3.
F. Z. Galin Yu. A. Kashina R. A. Zainullin O. S. Kukovinets L. M. Khalilov G. A. Tolstikov 《Russian Chemical Bulletin》1998,47(1):185-186
The reaction of car-3-ene-2,5-dione (1), an oxidation product of (+)-car-3-ene, with lithium acetylides proceeds stereospecifically, but not regioselectively, to
give only mixtures of regioisomeric acetylenic alcohols with thesyn-orientation of the hydroxy group.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 183–185, January, 1998. 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.
A two step synthesis of 3,4-dimethylpyrrole via the reduction of 3-carboethoxy-4-methyl-pyrrole is described. Michael addition of methyl vinyl ketone and butyn-2-one to 3,4-dimethylpyrrole gives the bisadducts, 2,5-bis(3-oxobutyl)-3,4-dimethylpyrrole and 2,5-bis(3-oxobutenyl)-3,4-dimethylpyrrole, respectively, while ethyl propiolate affords only the monoadduct, ethyl 3-(3,4-dimethylpyrrol-2-yl)propenoate. Catalytic reduction of the latter ester gives ethyl 3-(3,4-dimethylpyrrol-2-yl)propanoate which with ethyl propiolate gives ethyl 3-(5-carbethoxyethyl-3,4-dimethyl-2-yl)propenoate. 相似文献
6.
Summary. The reaction of alkoxycarbonyl- and cyanomethylene(triphenyl)phosphoranes with 3,3-diphenylindan-1,2-dione in dry benzene
at room temperature for about 5 h led to the formation of a mixture of (E)- and (Z)-diastereomers. On the other hand, treatment of the dione with acetylmethylene(triphenyl)phosphorane afforded a mixture of
(E)-3,3-diphenyl-1-(2-oxo-2-methylethylidene)indan-2-one and unexpected product (E)-3-(3,3-diphenyl-2-oxoindan-1-ylidene)-4-(triphenyl-λ5-phosphanylidene)hexane-2,5-dione, whereas with benzoylmethylene(triphenyl)phosphorane gave a mixture of (E)-3,3-diphenyl-1-(2-oxo-2-phenylethylidene)indan-2-one, [(2R
*,3S
*)-3-benzoyl-8,8-diphenyl-3,8-dihydro-2H-indeno{2,1-b}furan-2-yl]phenylmethanone and 1,4-diphenyl-2-(3,3-diphenyl-2-hydroxy-3H-inden-1-yl)but-2-ene-1,4-dione. The reaction mechanisms are considered and structural assignments of the new compounds are
based on spectroscopic evidence. The molecular structures of the two diastereomers and the unexpected product were elucidated
by X-ray crystallography. 相似文献
7.
S. K. Balenko N. I. Makarova V. P. Rybalkin E. N. Shepelenko L. L. Popova V. V. Tkachev S. M. Aldoshin A. V. Metelitsa V. A. Bren’ V. I. Minkin 《Russian Chemical Bulletin》2010,59(5):954-959
The novel heterocyclic fulgides, i.e. 3-isopropylidene-4-{1-[5-methoxy-1-(4-methoxy-phenyl)-2-methyl-1H-benzo[g]indol-3-yl]ethylidene}dihydrofuran-2,5-dione and 3-isopropylidene-4-[1-(1-benzyl-5-methoxy-2-methyl-1H-benzo[g]indol-3-yl)ethylidene]dihydrofuran-2,5-dione, were prepared and isolated as E-isomers. Photochromism, E-configuration, and high resistance to photocoloration—photobleaching of solutions of these fulgides as well as 3-isopropylidene-4-[1-(5-methoxy-2-methylnaphtho[1,2-b]furan-3-yl)ethylidene]dihydro-furan-2,5-dione and 3-isopropylidene-4-[1-(5-methoxy-2-methyl-1-phenyl-1H-benzo[g]indol-3-yl)ethylidene]dihydrofuran-2,5-dione synthesized previously were shown by X-ray diffraction analysis, 1H NMR spectroscopy and electronic absorption spectroscopy. The novel fulgides show fluorescence and high thermal stability
of photogenerated cyclic form. Repeated photo-coloration—photobleaching is accompanied by reversible photoinduced E—Z isomerization. Benzo[g]indolyl fulgides are characterized by the longer wavelength absorption of both original (E) and photoisomeric cyclic (C) forms as compared to naphthofuran fulgide. 相似文献
8.
Masakazu Nishida Yoshio Hayakawa Masaki Matsui Katsuyoshi Shibata Hiroshige Muramatsu 《Journal of heterocyclic chemistry》1991,28(2):225-229
The addition reaction of propionaldehyde to hexafluoro-2-butyne ( 1 ) under γ-ray irradiation gave trans-6,6,6-trifluoro-4-trifluoromethyl-4-hexen-3-one ( 2 ) and 4,5-bis(trifluoromethyl)octa-3,6-dione ( 3 ). The latter compound was treated with sulfuric acid to give 2,5-diethyl-3,4-bis(trifluoromethyl)furan ( 4a ). Several reactions, such as bromination, dehydrobromination and oxidation, were carried out to prepare derivatives of 4a . 相似文献
9.
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
10.
Zhansheng Wang Mengyao Wang Shuangshuang Xu Mengmeng Gu Zhiying Meng Chuan Li 《合成通讯》2016,46(23):1887-1892
An efficient and facile method for the synthesis of 5-arylindeno[2′,1′:5,6]pyrido[2,3-d] pyrimidine-2,4(3H)-dione and 7-arylbenzo[h]pyrimido[4,5-b]quinoline-8,10(5H,9H)-dione derivatives from the reactions of 2-arylidene-2,3-dihydroinden-1-one (or 2-arylidene-3,4- dihydronaphthalen-1(2H)-one) and 6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione under mild conditions was described. This is a simple, efficient, and very rapid synthetic method, which is believed to provide a useful process for the synthesis of these fused heterocyclic compounds. The products were confirmed by infrared, 1H NMR, 13C NMR, and high-resolution mass spectrometry. 相似文献
11.
Treatment of 7-chloro-3,4-dihydro-1H-1,4-benzodiazepin-2,5-dione (Ia) with refluxing acetic anhydride in the presence of pyridine afforded 6-chloro-2-methyl-4H-3,1-benzoxazin-4-one (IIa). A plausible reaction path for this novel rearrangement reaction is described: Ia → 4-acetyl-7-chloro-3,4-dihydro-lH-1,4-benzodiazepin-2,5-dione → 7-chloro-1,4-diacetyl-3,4-dihydro-lH-1,4-benzodiazepin-2,4-dione → IIa. When 7-chloro-3,4-dihydro-4-methyl-lH-1,4-benzodiazepin-2,5-dione (Ib), 3,4-dihydro-4-methyl-1H-1,4-benzodiazepin-2,5-dione (Id) and 3,4-dihydro-1-methyl-1H-1,4-benzodiazepin-2,5-dione (Ie) were allowed to react with acetic anhydride under conditions similar to those used for the rearrangement reaction, only acetylation occurred. 相似文献
12.
Issa Yavari Maryam Sabbaghan Zinatossadat Hossaini 《Monatshefte für Chemie / Chemical Monthly》2008,139(6):625-628
Isocyanides react smoothly with dimethyl acetylenedicarboxylate in the presence of hexachloroacetone to produce dimethyl 5-[alkyl(aryl)imino]-2,2-bis(trichloromethyl)-2,5-dihydro-furan-3,4-dicarboxylates
in high yields. When the reaction was performed with dibenzoylacetylene, 3-benzoyl-1-alkyl-4-chloro-5-hydroxy-5-phenyl-1,5-dihydro-2H-pyrrol-2-ones were obtained.
Correspondence: Issa Yavari, Chemistry Department, Tarbiat Modares University, Tehran, Iran. 相似文献
13.
Metelitsa A. V. Rybalkin V. P. Makarova N. I. Levchenko P. V. Kozyrev V. S. Shepelenko E. N. Popova L. L. Bren’ V. A. Minkina V. I. 《Russian Chemical Bulletin》2010,59(8):1639-1644
Novel nonsymmetric dihetarylethenes 3-(5-methoxy-1,2-dimethyl-1H-benzo[g]indol-3-yl)-4-(3-thienyl)-furan-2,5-dione and 1-alkyl- and 1-aryl-3-(5-methoxy-1,2-dimethyl-1H-benzo[g]indol-3-yl-4-(3-thienyl)-1(H)-pyrrole-2,5-diones were synthesized. The substitution of the furandione moiety for pyrroledione gives rise to the radiation
and photochemical channels of deactivation of the electron excitation energy of dihetarylethenes. The products of photolysis
of pyrrolediones undergo recyclization in both the ground and excited states. 相似文献
14.
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
15.
Panov Alexey A. Lakatosh Sergey A. Kubbutat Michael H. G. Dezhenkova Lyubov G. Totzke Frank Schechtel Kristof 《Chemistry of Heterocyclic Compounds》2019,55(11):1050-1059
Chemistry of Heterocyclic Compounds - Several previously unknown derivatives of 3,4-bis(indol-1-yl)maleimide, as well as 3-(2,3-dihydroindol-1-yl)-4-(indol-1-yl)maleimide were synthesized as... 相似文献
16.
Intramolecular cyclization reactions of 3,4-bis(indol-3-yl)maleimides 1, 3-(indol-1-yl)-4-(indol-3-yl)maleimides 2, and 3,4-bis(indol-1-yl)maleimides 3 under the action of protic acids were studied in order to estimate the parameters of the interaction between protonated and
unprotonated indole moieties. Geometric parameters, charge distributions, energy characteristics, and information concerning
the frontier orbitals of bisindolylmaleimides 1–3 were obtained from density functional B3LYP/6-31G(d) quantum chemical calculations. Alternative pathways of protonation of
bisindolylmaleimides with differently bonded indole and maleimide moieties were studied and pathways of cyclization of corresponding
conjugated acids leading to polyannelated compounds were analyzed. All the key intermediates of the cyclization reactions
correspond to stationary points on the potential energy surfaces (minima and transition states). Analysis of the potential
energy surfaces revealed almost linear dependences of the activation energies of the cyclization reactions under study on
the distances between the reaction centers, on the angle of approach of intramolecular electrophile, and on the energy gap
(energy difference between frontier orbitals). The key role in the cyclization reactions is played by structural similarity
between the starting indoleninium cations and the activated complexes of the reactions under study.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 754–760, May, 2006. 相似文献
17.
The reaction of alkoxycarbonyl- and cyanomethylene(triphenyl)phosphoranes with 3,3-diphenylindan-1,2-dione in dry benzene
at room temperature for about 5 h led to the formation of a mixture of (E)- and (Z)-diastereomers. On the other hand, treatment of the dione with acetylmethylene(triphenyl)phosphorane afforded a mixture of
(E)-3,3-diphenyl-1-(2-oxo-2-methylethylidene)indan-2-one and unexpected product (E)-3-(3,3-diphenyl-2-oxoindan-1-ylidene)-4-(triphenyl-λ5-phosphanylidene)hexane-2,5-dione, whereas with benzoylmethylene(triphenyl)phosphorane gave a mixture of (E)-3,3-diphenyl-1-(2-oxo-2-phenylethylidene)indan-2-one, [(2R
*,3S
*)-3-benzoyl-8,8-diphenyl-3,8-dihydro-2H-indeno{2,1-b}furan-2-yl]phenylmethanone and 1,4-diphenyl-2-(3,3-diphenyl-2-hydroxy-3H-inden-1-yl)but-2-ene-1,4-dione. The reaction mechanisms are considered and structural assignments of the new compounds are
based on spectroscopic evidence. The molecular structures of the two diastereomers and the unexpected product were elucidated
by X-ray crystallography. 相似文献
18.
Snyder CA Selegue JP Dosunmu E Tice NC Parkin S 《The Journal of organic chemistry》2003,68(19):7455-7459
Reaction of Meldrum's acid with 3,4-bis(chloromethyl)-2,5-dimethylthiophene (1) or 3,4-bis(bromomethyl)-2,5-dimethylthiophene (2) produces the kinetically favored C,O-dialkylation product, 1,3,7,7-tetramethyl-4H,10H-6,8,9-trioxa-2-thiabenz[f]azulen-5-one (4). Recrystallization of 4 from refluxing methanol results in the methanolysis product 5-(4-methoxymethyl-2,5-dimethylthiophen-3-ylmethyl)-2,2-dimethyl[1,3]dioxane-4,6-dione (5). Attempts to isomerize 4 to the thermodynamically favored C,C-dialkylation product, 1,3-dimethyl-5,6-dihydro-4H-cyclopenta[c]thiophene(2-spiro-5)2,2-dimethyl-4,6-dione (8), result in the formation of 1,3-dimethyl-7,8-dihydro-4H-thieno[3,4-c]oxepin-6-one (6). The transformation occurs via a retro-Diels-Alder elimination of acetone followed by hydrolysis and decarboxylation of the resulting ketene. The ketene is trapped by tert-butyl alcohol, furnishing 1,3-dimethyl-6-oxo-7,8-dihydro-4H,6H-thieno[3,4-c]oxepine-7-carboxylic acid tert-butyl ester (7). All compounds are characterized spectroscopically as well as by X-ray crystallography of products 4-7. 相似文献
19.
Kh. S. Shikhaliev A. S. Shestakov S. M. Medvedeva N. V. Gusakova 《Russian Chemical Bulletin》2008,57(1):170-176
Cyclization of aryl-, aroyl-, and (4,6-dimethylpyrimidin-2-yl)cyanamides with methyl anthranilates, 2-aminophenyl ketones,
and methyl 2-(3-oxopiperazin-2-yl)acetate leads to 2-amino-3,4-dihydroquinazolin-4-one, 2-aminoquinazoline, and 6-amino-1,3,4,8,9,9a-hexahydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione derivatives, respectively.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 164–170, January, 2008. 相似文献
20.
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