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1.
Reactions of 1,4,5-trisubstituted 3-hydroxy-3-pyrrolin-2-ones with diphenyldiazomethane yield the O-alkylation products. Thermolysis of 1,5-diaryl-4-heteroyl-3-hydroxy-3-pyrrolin-2-ones is accompanied with suprafacial [1,5]-sigmatropic rearrangement. 相似文献
2.
M. J. Fernandez J. M. Casares E. Galvez P. Gmez-Sal R. Torres P. Ruiz 《Journal of heterocyclic chemistry》1992,29(7):1797-1804
A series of methyl-2,6-diaryl-1-methyl-4-oxopiperidine-3,5-dicarboxylates Ia-c and 2,4-diaryl-3,7-dimethyl-1,5-dimethoxycarbonyl-9-bispidinones IIa-c have been synthesized and studied by ir, 1H and 13C nmr spectroscopy and the crystal structure of methyl 2,4-diphenyl-3,7-dimethyl-9-oxo-3,7-diazabicyclo[3,3.1]nonane-1,5-dicarboxylate (IIa) has been determined by X-ray diffraction. The enolic form of compound Ia (I'a) was also studied. 相似文献
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5.
1,3,5-Triphenyl-2-methylidene-1,5-pentanedione adds methyl- and cyclohexylamines to give, respectively, 1-methyl- and 1-cyclohexyl-3-benzoyl-4,6-diphenyl-1,2,3,4-tetrahydropyridines; 1-aza-3-benzoyl-4,6-diphenyl-7-oxabicyclo[4.3.0]nonane is obtained with ethanolamine.Communication 33 from the series Reactions of 1,5-Diketones. See [1] for communication 32.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 96–97, January, 1979. 相似文献
6.
V. M. Chernyshev A. N. Sokolov D. A. Khoroshkin V. A. Taranushich 《Russian Journal of Organic Chemistry》2008,44(5):715-722
The hydrogenation of 2-amino-5-R-7-R′-4,7-dihydro-1,2,4-triazolo[1,5-a]pyrimidines with NaBH4 led to the formation of 2-amino-5-R-7-R′-4,5,6,7-tetrahydro-1,2,4-triazolo[1,5-a]pyrimidines. Acylation, sulfonylation, and alkylation of these compounds depending on conditions and the reagent character occur at the amino group, atoms N3 or N4. The treatment with alkali of 2-amino-3-benzyl-5-R-7-R′-4,5,6,7-tetrahydro-1,2,4-triazolo-[1,5-a]pyrimidinium bromide resulted in 2-amino-3-benzyl-5-R-7-R′-3,5,6,7-tetrahydro-1,2,4-triazolo[1,5-a]-pyrimidine, similar reaction of 2-acetamido-3-benzyl-5-R-7-R′-4,5,6,7-tetrahydro-1,2,4-triazolo[1,5-a]-pyrimidinium bromide gave a mesoionic product of a hydrogen elimination from the amide nitrogen atom. 相似文献
7.
《Tetrahedron》2003,59(8):1283-1288
Substituted 3-amino-1H,3H-quinoline-2,4-diones react with urea in acetic acid to give novel 2,6-dihydro-imidazo[1,5-c]quinazoline-3,5-diones in high yields. The same compounds were obtained, albeit with small yields, from 3-chloro-1H,3H-quinoline-2,4-diones and urea. In the proposed reaction mechanism, a molecular rearrangement of the primarily formed mono-substituted urea takes place. The prepared 2,6-dihydro-imidazo[1,5-c]quinazoline-3,5-diones were characterized by their 1H, 13C, 15N NMR and IR spectra and atmospheric pressure chemical ionisation mass spectra. 相似文献
8.
E. V. Botvinnik A. N. Blandov M. A. Kuznetsov 《Russian Journal of Organic Chemistry》2001,37(3):421-425
Phenyl- and isopropylhydrazines react with 1,5-diphenyl-1,4-pentadien-3-one to give 4,5,6,7-tetrahydroindazole derivatives instead of the expected 4,5-dihydropyrazoles. The reaction of phenylhydrazine with 1,5-diphenyl-1-penten-4-yn-3-one leads to formation of 1,5-diphenyl-3-phenylethynyl-4,5-dihydropyrazole. 2,4-Dinitrophenylhydrazine reacts with 1,5-diphenyl-1-penten-4-yn-3-one, affording the corresponding unsaturated hydrazone rather than pyrazole derivative. 相似文献
9.
A reaction of 3-allyl- and 3-phenylthiohydantoins with 1,5-diphenyl- and 1-phenyl-substituted 3-formyl-2-pyrazolines was used to obtain a series of 5-(pyrazolin-3-ylmethylidene)-2-thioxotetrahydro-4H-imidazol-4-ones, the subsequent alkylation of which with methyl iodide or ethyl chloroacetate gave the corresponding 2-alkylthio-5-(pyrazolin-3-ylmethylidene)-3,5-dihydro-4H-imidazol-4-ones in the yields from 30 to 77%. The oxidation of (5Z)-3-phenyl-5-[(1,5-diphenylpyrazolin-3-yl)methylidene]-2-methylsulfanyl-4,5-dihydroimidazol-4-one with lead tetraacetate led to the corresponding pyrazole in 48% yield. 相似文献
10.
S. T. Malinovskii A. Tesuro Vallina H. Stoeckli-Evans 《Journal of Structural Chemistry》2006,47(6):1127-1133
The molecular and crystal structure of four acyclic trisiloxane compounds, which differ in substituents at the silicon atoms (Ph-phenyl, mPh-methoxyphenyl, 2mPh-dimethoxyphenyl), was investigated by X-ray diffraction analysis. Due to intermolecular hydrogen bonding between the oxygen atoms of the diol fragments, the crystal structure of 1,1,5,5-tetramethyl-3,3-diphenyl-1,3,5-trisiloxane-1,5-diol (C16H24O4Si3) (I) is a double chain architecture with hydrogen-bonded dimeric motifs of C(8)R 4 4 (12) type in graph set representation. In 1,1,5,5-tetramethyl-3,3-(2-methoxybenzo)-1,3,5-trisiloxane-1,5-diol (C18H28O6Si3) (II) and 1,1,5,5-tetramethyl-3,3-(2,6-dimethoxybenzo)-1,3,5-trisiloxane-1,5-diol (C20H32O8Si3) (III), a double chain structure with a graph set R 3 3 (8)D 3 3 (10) is formed. In contrast to I–III, 1,1,3,3,5,5-hexaphenyl-1,3,5-trisiloxane-1,5-diol (C36H32O4Si3) (IV) has an intramolecular hydrogen bond S(8). The independent molecules are joined by O-H...O intermolecular hydrogen bonds into centrosymmetrical dimers; the system of hydrogen bonds in general may be described as S(8)R 4 4 (8). 相似文献
11.
Tilichenko M. N. Pavel' G. V. Chumak A. D. 《Chemistry of Heterocyclic Compounds》1977,13(10):1086-1090
The addition of primary and secondary amines and hydrogen cyanide to semicyclic -methenyl 1,5-diketones of the 1,3-diphenyl-1-(2-oxocyclohexyl)-2-methenyl-3-propanone type leads, respectively, to compounds with hydrogenated quinoline, -flavenone, and chroman structures.Communication XXIV from the series Reactions of 1,5-Diketones.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1356–1360, October, 1977. 相似文献
12.
Han Lingqin Li Tongshuang Sun Wen-Hua Wang Leyong Guo Dawei Shao Changxing Wang Honggen 《Transition Metal Chemistry》2002,27(8):844-848
A new bis-Schiff base ligand, N,N-bis(3,5-dimethylanil)-4-methyl-2,6-bis(imino)phenol was prepared by reacting 2,6-diformyl-4-methylphenol with 3,5-dimethylaniline. Treatment of the ligand with (DME)NiBr2 (DME = 1,2-dimethoxyethane) gave the novel dinuclear bromo-bridged complex, {di--bromotetra [N,N-bis(3,5-dimethylanil)-4-methyl-2,6-bis(imino)phenoxy]dinickel} bromide, whose crystal structure was confirmed by single crystal X-ray analysis. The calculation, via the molecular mechanics method, performs well to reproduce the crystal structure. The complex shows some activity in respect of ethene oligomerization under mild conditions with methylaluminoxane (MAO) as a co-catalyst. 相似文献
13.
V. A. Vasin Yu. Yu. Masterova V. V. Razin N. V. Somov 《Russian Journal of Organic Chemistry》2014,50(9):1323-1334
Methyl, phenyl, and p-tolyl phenylethynyl sulfones react with 9-diazofluorene in diethyl ether at 20°C to give 1,3-dipolar cycloaddition products according to von Auwers’ rule, the corresponding spirocyclic 3H-pyrazoles. The spiro adducts undergo isomerization into 5-R-sulfonyl-3-phenylpyrazolo[1,5-f]phenanthridines on heating in boiling toluene for 2 h; heating of the same pyrazoles in boiling benzene, acetonitrile, or ethanol leads to mixtures of 5-R-sulfonyl-3-phenylpyrazolo[1,5-f]phenanthridines and 3-R-sulfonyl-3a-phenyl-3aH-dibenzo[e,g]indazoles, the latter prevailing. The indazoles are kinetically controlled thermolysis products which are quantitatively converted into phenanthridines on heating in toluene. Sulfonyl-substituted spirocyclic 3H-pyrazoles and indazoles in glacial acetic acid at 20°C in the presence of a catalytic amount of sulfuric acid are transformed into 3a-phenyl-2H-dibenzo[e,g]indazol-3(3aH)-one. Under analogous conditions, sulfonyl-substituted phenanhtridines give rise to 3-phenyl-1H-dibenzo[e,g]indazole. Photolysis of spirocyclic 3H-pyrazoles yields mixtures of sulfonylcyclopropenes and 2H-cyclopenta[j,k]fluorenes. 相似文献
14.
L. V. Vlasova T. I. Tyrina S. K. Klimenko V. G. Kharchenko 《Chemistry of Heterocyclic Compounds》1979,15(4):380-383
It was established that semicyclic 1,5-diketones are capable of reacting with methanol by the catalytic action of hydrogen chloride and are capable of forming 1-methoxy-3,5-diaryl-2-oxabicyclo [4.4.0]dec-3-enes — cyclic acetals that include an alkoxydihydropyran ring. In addition, 2,4-darylbicycle[3.3.1]non-2-en-9-ones, which are formed from 1,3-diaryl-3-(2-oxocyclohexyl)propan-1-ones by an intramolecular condensation of the erotonic type, are detected as side products. The possible mechanism of the reaction of 1,3-diaryl-3-(2-oxocyclohexyl)propan-1-ones with methanol in the presence of hydrogen chloride is discussed.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 470–473, April, 1979. 相似文献
15.
Hui-Chao Zhao Kui-Rong Ma Yu-Lan Zhu Yu-He Kan Xiu-Mei Pan 《Journal of the Iranian Chemical Society》2014,11(1):199-207
The first examples of two d 10 metal coordination polymers based on 1,5-naphthalenedisulfonic acid and benzimidazole, namely, [Cd(bim)4(1,5-nds)] 1 and [Ag(bim)2]·½1,5-nds 2 (bim = benzimidazole, 1,5-nds = 1,5-naphthalenedisulfonic acid) were synthesized successfully under solvothermal conditions. Their structures were determined by single-crystal X-ray diffraction analyses and further characterized by elemental analyses, IR, TG-DSC, PXRD, UV–Vis, and DFT. 1 exhibits a 3D supramolecular structure which started from 1D helical chain. 2 also shows a 3D architecture which was assembled via π–π interactions and hydrogen bonds. The hydrogen bonds formed by 1,5-nds play an important role in increasing the dimensionality of architectures of 1 (from 1D to 3D) and 2 (from 0D to 1D). Moreover, both 1 and 2 show excellent luminescent properties, 335 nm for 1 (λ ex = 286 nm) and 341 nm and 389 nm for 2 (λ ex = 234 nm), and may be the suitable candidates of fluorescent materials. From UV–Vis spectra, the remarkable absorption peaks can be found at 276 nm for 1 and 271 nm for 2. The simulated UV–Vis spectra (290.30 nm for 1 and 271.64 nm for 2) by Gaussian 09 DFT correspond well with the experimental results. From the electron density distribution of frontier molecular orbitals, it is known that the two absorption bands are attributed to the intra-ligand electron transition from HOMO?26 to LUMO and from HOMO?3 to LUMO+1 for 1, from HOMO?1 to LUMO+18 and LUMO+19 for 2. 相似文献
16.
Following transmetalation of (4S)-4-(dibenzylamino)pent-2-enyl(tributyl)stannane with tin(IV) bromide, reactions of the resulting allyltin tribromide with aldehydes gave (3Z)-1,5-syn-5-(dibenzylamino)hex-3-en-1-ols with excellent, ca. 98:2, stereocontrol. (4R)-5-Benzylthio-4-methylpent-2-enyl(tributyl)stannane similarly reacted with aldehydes to give (3Z)-1,5-anti-6-benzylthio-5-methylhex-3-en-1-ols with 87:13 stereocontrol. Although the analogous reaction of (4R)-4-benzylthiopent-2-enyl(tributyl)stannane with benzaldehyde proceeded with some stereoselectivity, 80–90:20–10, in favour of the (3Z)-1,5-syn-diastereoisomer, the yield was low due to a competing Lewis acid catalysed 1,4-elimination. N-Acylamino- and S-acylthio-pent-2-enylstannanes reacted with aldehydes with variable syn/anti-stereoselectivities. Tin(IV) chloride promoted reactions of the 4-(dibenzylamino)pent-2-enylstannane with 1-alkoxycarbonylimines gave (E)-alk-4-enoates with a modest preference for the 2,6-anti-products, 2,6-anti/2,6-syn=75:25. 相似文献
17.
Treatment of the 5-benzyloxy-4-methylpent-2-enyl bromide 6 with the low valent bismuth species formed by reduction of bismuth(III) iodide with zinc powder generates an intermediate, which reacts with aldehydes with useful levels of 1,5-stereocontrol in favour of the 1,5-anti-(E)-isomers 4. These products were used to prepared aliphatic compounds with 1,5-syn-related methyl groups. 相似文献
18.
4-Hydroxy-5-(2-R-2,3-dihydro-1H-1,5-benzodiazepin-4-yl)-2H-1,3-thiazine-2,6-diones readily undergo acylation at the N1 atom of the benzodiazepine system by the action of acetic anhydride. Heating of the acetylated products in boiling dimethylformamide leads to the formation of 75–93% of the corresponding 7-acetyl-6-R-6,7-dihydropyrimido[1,6-a][1,5]benzodiazepine-1,3-diones that are derivatives of hitherto unknown fused heterocyclic system, pyrimido[1,6-a][1,5]benzodiazepine. 4-Hydroxy-5-(2-R-2,3-dihydro-1H-1,5-benzodiazepin-4-yl)-2H-1,3-thiazine-2,6-diones are converted into 1-(2-aminophenyl)-6-(2-R-vinyl)uracils on heating in boiling DMF. 相似文献
19.
Dynamic kinetic asymmetric transformation (DYKAT) of a series of 1,5-diols has been performed in the presence of Candida antarctica lipase B (CALB), Pseudomonas cepacia lipase II (PS-C II), and ruthenium catalyst 4. The resulting optically pure 1,5-diacetates are useful synthetic intermediates, which was demonstrated by the syntheses of both an enantiopure 2,6-disubstituted piperidine and an enantiopure 3,5-disubstituted morpholine. 相似文献
20.
Rh(I)-Catalysed Rearrangements of 3,4-Diacyloxy-1,5-hexadiynes; Synthesis of (E)-4-Acyloxymethyliden-2-cyclopenten-1-ones The 3,4-diacyloxy-1,5-hexadiynes 3, 6 and 8 which were synthesized according to a known, slightly modified procedure react with [Rh(CO)2Cl]2 at 100° in chloroform with formation of the (E)-4-acyloxymethyliden-2-cyclopenten-1-ones 4, 7 and 9 (Schemes 2, 3 and 4), respectively. DL - and meso- 3 as well as trans- and cis- 8 , give the same (E)-isomers 4 and 9 , respectively. 3,4-Diacetoxy-3, 4-dimethyl-1, 6-diphenyl-1,5-hexadiyne ( 10 ) produces with the same catalyst 2,6-diacetoxy-3, 4-dimethyl-1,6-diphenylfulvene ( 11 ) (Scheme 5). A mechanism for the formation of the cyclopentenones is proposed in Scheme 6. 相似文献