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11.
The kinetics of the reaction of acridine hydrochloride with the alkiodides of 2- and 4-picolines, 2- and 4-methylquinolines, 2-methylbenzothiazole, and 1,2-dimethylbenzimidazole in the presence of air oxygen were investigated. It is shown that the reaction is second order overall and first order in each of the components at a constant oxygen concentration. The reaction rate constants were calculated, and a mechanism is proposed for the reaction. 相似文献
12.
Kozhevnikov I. S. Kovalev V. L. Rusinov O. N. Chupakhin 《Chemistry of Heterocyclic Compounds》2001,37(9):1136-1140
3-R-6-Phenyl-1,2,4-triazine 4-oxides react with cyclic -diketones (dimethylbarbituric acid, dimedone, and indan) in both acidic (substrate activation) and basic conditions (nucleophile activation) with formation of H-adducts, intermediates in the nucleophilic substitution of hydrogen (SN
H) in 3-R-5-Nu-4-hydroxy-6-phenyl-4,5-dihydro-1,2,4-triazines. Oxidative aromatisation of these intermediates or auto-aromatisation of acylated (benzoyl chloride) at the NOH -adducts with elimination of benzoic acid gave the corresponding substituted 1,2,4-triazine 4-oxides or 1,2,4-triazines. 相似文献
13.
Khabibulina I. V. Trifonov R. E. Volovodenko A. P. Eremenkova M. S. Chupakhin O. N. Rusinov V. L. Zyryanov G. V. Ostrovskii V. A. 《Russian Journal of Organic Chemistry》2004,40(3):426-430
The acidity and basicity constants of isomeric phenyl(aryl)-1,2,4-triazin-3- and -5-ones in aqueous solution were determined by spectrophotometry: pK
a = 7.3–6.2; pK
BH+= 0.1 to –2.2. 1,2,4-Triazin-3-ones are weaker bases than the corresponding 1,2,4-triazin-5-ones. According to the AM1 calculations, the most thermodynamically favorable tautomer in the gas phase is the oxo form: namely, 2H-tautomers of the neutral bases and 2,4-H,H
+-tautomers of the conjugate acids. 相似文献
14.
O.G. Khudina E.V. Shchegol’kov M.I. Kodess A.N. Chekhlov O.A. Dyachenko O.N. Chupakhin 《Journal of fluorine chemistry》2005,126(8):1230-1238
The coupling of trifluoromethylated 1,3-diketones with (het)aryldiazonium chlorides results mainly in the formation of 1,2,3-triketones 2-(het)arylhydrazones while using hetarylamine with a NH-group at the α-position of the heterocycle as the diazonium component gives 4,7-dihydroazolo[5,1-c]triazines due to cyclization at the trifluoroacetyl fragment. Trifluoromethylated 1,2,3-triketones 2-(het)arylhydrazones and 7-hydroxy-4,7-dihydroazolo[5,1-c]triazines react regio-selectively with methyl hydrazine and phenyl hydrazine to form 3-CF3-pyrazoles. The long-range coupling constants (JF-H) of 1-methylpyrazoles and the chemical shifts of trifluoromethyl groups in the 19F NMR spectra can be used for the determination of regio-isomeric structures of mono(trifluoromethyl)-substituted pyrazoles. 2-(Het)arylhydrazones and 4,7-dihydroazolo[5,1-c]triazines with two trifluoromethyl substituents afford the mixtures of cis- and trans-azopyrazoles in the reactions with hydrazines. 相似文献
15.
16.
Chupakhin O. N. Rusinov G. L. Beresnev D. G. Bashirov S. Sh. Neves M. G. P. M. S. Cavaleiro J. A. S. 《Russian Chemical Bulletin》2004,53(1):160-163
In the reaction with quinazoline and 5-phenyl-1,2,4-triazin-5(2H)-one, 5,10,15,20-tetra(4-methoxyphenyl)porphyrin exhibits nucleophilic properties. In quinazoline excess, C—C coupling occurs at the C=N bond of azines and position 3 of the aryl ring to form 5,10,15,20-tetrakis(3-heteryl-4-methoxyphenyl)porphyrins. Monoheteryl-substituted porphyrin was obtained by the reaction of equimolar amounts of 5,10,15,20-tetra(4-methoxyphenyl)porphyrin and 5-phenyl-1,2,4-triazin-5(2H)-one. 相似文献
17.
Ramil F. Fatykhov Igor A. Khalymbadzha Ainur D. Sharapov Anastasia P. Potapova Nataliya N. Mochulskaya Anton N. Tsmokalyuk Alexandra V. Ivoilova Polina N. Mozharovskaia Sougata Santra Oleg N. Chupakhin 《Molecules (Basel, Switzerland)》2022,27(20)
A different type of MnO2-induced oxidative cyclization of dihydrotriazines has been developed. These dihydrotriazines are considered as a “formal” Schiff’s base. This method provided easy access to naphthofuro-fused triazine via the C-C/C-O oxidative coupling reaction. The reaction sequence comprised the nucleophilic addition of 2-naphthol or phenol to 1,2,4-triazine, followed by oxidative cyclization. The scope and limitations of this novel coupling reaction have been investigated. Further application of the synthesized compound has been demonstrated by synthesizing carbazole-substituted benzofuro-fused triazines. The scalability of the reaction was demonstrated at a 40 mmol load. The mechanistic study strongly suggests that this reaction proceeds through the formation of an O-coordinated manganese complex. 相似文献
18.
Shestakova Tatyana S. Deev Sergey L. Khalymbadzha Igor А. Rusinov Vladimir L. Paramonov Alexander S. Arseniev Alexander S. Shenkarev Zakhar O. Charushin Valery N. Chupakhin Oleg N. 《Chemistry of Heterocyclic Compounds》2021,57(4):479-482
Chemistry of Heterocyclic Compounds - Isotope-labeled antiviral drug Triazavirin containing 2H, 13C, and 15N atoms in its structure has been synthesized. 13C2H3I and KS13CN served as donors of 13C... 相似文献
19.
20.
G. L. Rusinov N. I. Latosh I. I. Ganebnykh R. I. Ishmetova N. K. Ignatenko O. N. Chupakhin 《Russian Journal of Organic Chemistry》2006,42(5):757-765
6-R-3-(3,5-Dimethylpyrazol-1-yl)-1,2,4,5-tetrazines with aliphatic, cycloaliphatic, and aromatic amines, and also with NH-heterocycles undergo a nucleophilic substitution of the dimethylpyrazole moiety yielding symmetrically and unsymmetrically substituted 1,2,4,5-tetrazines. In the 3,6-diimidazolyl-and 3,6-dibenzotriazolyl derivatives reactions of nucleophilic substitution of the heterocyclic moiety also occur. In some cases an ipsosubstitution of amino, hydrazino, and azido groups is observed. 相似文献