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John R. Ross Lal C. Vishwakarma J. Walter Sowell 《Journal of heterocyclic chemistry》1987,24(3):661-665
The one-step synthesis of 8-t-butoxycarbonyl-6,7-dimethyl-2-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrimidine from acetyl methyl carbinol, 3-aminopropionic acid, and t-butyl cyanoacetate is reported. Utilizing a similar technology under basic conditions, 7-substituted 5,6-dimethyl-2-oxo-2,3-dihydro-(1H)-pyrrolo[1,2-a]imidazole is synthesized from acetyl methyl carbinol, ethyl glycinate, and the appropriate acetonitrile. 相似文献
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A new method is proposed for the synthesis of pyrrolo[1,2-a]pyrazines and pyrrolo[1,2-a]-quinoxalines. By the alkylation of sodium derivatives of 2-acylpyrroles with -bromo carbonyl compounds or their acetals and subsequent treatment of the reaction products with ammonium acetate in acetic acid, a number of derivatives of pyrrolo[1,2-a]pyrazine, including the first member of the class, pyrrolo[1,2-a]pyrazine itself, have been obtained. Similarly, from 2-benzoylpyrrole and the dimethyl ketal of -bromocyclohexanone was obtained 4-phenyltetrahydropyrrolo[1,2-a]quinoxaline, which readily dehydrogenates in the presence of Raney nickel to form 4-phenylpyrrolo[1,2-a]quinoxaline.Translated from Khimiya Geterotsiklicheskikh Soedinenii, Vol. 6, No. 8, pp.1048–1050, August, 1970. 相似文献
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Substituted pyrrolo[1,2-a]imidazoles and imidazo[1,2-a]imidazoles are prepared in a simple one pot reaction sequence from esters of heterocyclic or aromatic α-amino acids. The reaction involves condensation with acetoine followed by cyclization with either malonodinitrile, ethyl cyanoacetate or cyanamide. 相似文献
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V. I. Terenin M. A. Butkevich A. S. Ivanov E. V. Kabanova 《Chemistry of Heterocyclic Compounds》2008,44(2):200-207
The acylation of pyrrolo[1,2-a]pyrazines with acetic anhydride and the acid chlorides of various carboxylic acids has been
studied. It has been shown that pyrrole[1,2-a]pyrazines are selectively acylated at the α-position of the pyrrole ring when
it is free. Products of the condensation of 1-methylsubstituted pyrrolo[1,2-a]pyrazines have been obtained for the first time
in the process of acetylation.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, 263–272, February, 2008. 相似文献
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O. S. Anisimova Yu. N. Sheinker R. M. Palei P. M. Kochergin V. S. Ponomar' 《Chemistry of Heterocyclic Compounds》1975,11(8):982-984
The closeness of the electronic structures of the ions formed in the first act of disintegration of the ions is responsible for the monotypic character of the subsequent fragmentation of pyrrolo[1,2-a]benzimidazole and imidazo[1,2-a]benzimidazole derivatives. The mass-spectrometric disintegration of the investigated systems has something in common with the fragmentation of thiazolo[3,2-a]benzimidazole derivatives.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, 1124–1127, August, 1975. 相似文献
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N. S. Prostakov A. V. Varlamov I. V. Shendrik A. P. Krapivko N. I. Golovtsov 《Chemistry of Heterocyclic Compounds》1986,22(2):192-194
Previously unknown polynuclear condensed systems with bridgehead nitrogen atoms have been obtained by treating acetylenedicarboxylic ester with pyrido[1,2-a]-benzimidazole and tetrahydropyrido[1,2-a]benzimidazole.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 239–241, February, 1986. 相似文献
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We review data on methods for synthesis, chemical and pharmacological properties of pyrido[1,2-a)pyrimidines.Scientific-Research Institute of Pharmacology of the Russian Academy of Medical Sciences, All-Union Science Center for Biologically Active Substances, Staraya Kupavna, 124432. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 579–596, May, 1994. Original article submitted March 3, 1994. 相似文献
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L. M. Alekseeva G. G. Dvoryantseva I. V. Persianova Yu. N. Sheinker A. A. Druzhinina P. M. Kochergin 《Chemistry of Heterocyclic Compounds》1972,8(4):449-453
The protonation of a number of pyrrolo[1,2-a]imidazole derivatives in trifluoroacetic acid was studied by PMR spectroscopy. The 5,7-unsubstituted compounds form a mixture of two forms of cations, the structures of which correspond to the addition of a proton to the C5 and C7 atoms of the two-ring system with predominance (60–90%) of the 5-C cation. The introduction of a CH3 group into the 5 position changes the direction of protonation to favor predominant (95%) formation of the 7-C cation. The 7-methyl derivatives of pyrroloimidazole are protonated exclusively at the C5 atom. It is demonstrated that the basicity of the pyrroloimidazoles considerably surpasses the basicity of indolicine derivatives. The comparative proton-acceptor capacity of these systems is compared with the energy indexes and the reactivity indexes calculated by the simple MO LCAO method.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 492–497, April, 1972. 相似文献
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V. I. Terenin E. V. Kabanova E. S. Feoktistova 《Chemistry of Heterocyclic Compounds》1991,27(10):1037-1048
The synthesis and properties of pyrrolo[1,2-a]pyrazines are reviewed.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1299–1311, October, 1991. 相似文献
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The electronic absorption spectra of dioxo-compounds of the pyrroto[2,1-a]isoquinoline and pyrrolo[1,2-f]phenanthridine series and products of their condensation with o phenylenediamine were studied. The influence of substituents was demonstrated; halochromic phenomena in sulfuric acid medium were described; the fluorescence spectra are discussed.Institute of Technical Chemistry, Urals Branch of the Russian Academy of Sciences, Perm' 614600. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 650-653, May, 1995. Original article submitted March 14, 1995. 相似文献
13.
L. M. Alekseeva G. G. Dvoryantseva I. V. Persianova Yu. N. Sheinker R. M. Palei P. M. Kochergin 《Chemistry of Heterocyclic Compounds》1972,8(8):1023-1028
The protonation of a number of pyrrolo[1,2-a]benzimidazole derivatives in trifluoroacetic acid was studied by PMR spectroscopy. 1,3-Unsubstituted compounds are protonated exclusively at the C1 atom. Under similar conditions, pyrrolobenzimidazoles that have a methyl group in the 1 position form a mixture of two protonated forms, which correspond to the addition of a proton to C1 and C3, respectively. The relative percentage of the C3-protonated form decreases successively (from 81 to 18%) on passing from the 3-unsubstituted compound to the corresponding 3-phenyl and 3-methyl derivatives. The basicity constants of the pyrrolobenzimidazoles decrease symbatically with an increase in the relative percentage of this form. The relative proton-acceptor capacity of indolicine, pyrrolo[1,2-a]-imidazole, and pyrrolo[1,2-a]benzimidazole were examined on the basis of the protonation data and the reactivity indexes, calculated by the simple Hückel MO method.Translated from Khimiya Geterotsiklicheskih Soedinenii, No. 8, pp. 1132–1137, August, 1972. 相似文献
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A transition metal-free process for the regioselective synthesis of pyrrolo[1,2-a]quinoxalines under mild conditions in one-pot is described. The reaction afforded a variety of products in good to excellent yields. Indolo[1,2-a]quinoxalines were also synthesized from indole-2-carboxamides under the same conditions. 相似文献
15.
V. I. Shvedov M. V. Mezentseva A. N. Grinev A. I. Ermakov 《Chemistry of Heterocyclic Compounds》1976,12(12):1379-1382
8-Cyanopyrrolo[1,2-a]pyrimidines, the cyano group of which is eliminated when they are heated with phosphoric acid, were obtained by reaction of 2-amino-3-cyanopyrroles with acetylacetone.Compounds Ia, c-g were described earlier in [3], while Ib, h are described in the present work.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1677–1681, December, 1976. 相似文献
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The tandem iminium cyclization and Smiles rearrangement of pyridinyloxyacetaldehyde 1 and a primary amine generated a novel pyrido[2,3-e]pyrrolo[1,2-a]pyrazine scaffold. TFA was discovered to be an efficient catalyst in the reactions with aromatic amines, whereas TiCl4 was found to be superior in the case of aliphatic amines. This methodology proved to be efficient in the preparation of a library of diversified pyrido[2,3-e]pyrrolo[1,2-a]pyrazine derivatives. 相似文献
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Several 1 1-amino-5H-pyrrolo[2,1-c][1,4]benzodiazepines have been used as starting material to prepare a number of derivatives of 9H-imidazo[1,2-a]pyrrolo[2,1-c][1,4]benzodiazepines and 10H-pyrimido[1,2-a]pyrrolo[2,1-c][1,4]benzodiazepines. The imidazole nucleus was built by reaction of amidines with ethyl bromopyruvate or aminoacetaldehyde dimethylacetal. Several derivatives of imidazo[1,2-a]pyrrolo[2,1-c][1,4]benzodiazepine have been prepared by formylation of the pyrrole ring followed by formation of thioamides. Condensation of 11-amino-5H-pyrrolo[2,1-c][1,4]benzodiazepines with diethyl ethoxymethylenemalonate afforded intermediate diesters which were transformed into the corresponding 10H-pyrimido[1,2-a]pyrrolo[2,1-c]-benzodiazepines. 相似文献
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A. A. Sokolov M. A. Syroeshkin V. N. Solkan T. V. Shebunina R. S. Begunov L. V. Mikhal’chenko M. Yu. Leonova V. P. Gultyai 《Russian Chemical Bulletin》2014,63(2):372-380
Electrochemical reduction of N-(2-nitroaryl)pyridinium chlorides in alcohol—dilute HCl mixtures gave pyrido[1,2-a]benzimidazoles in high yields in both divided and undivided cells. According to cyclic voltammetry measurements and DFT calculations (B3LYP/6-31+G(d)), the reaction involves intermediate formation of the corresponding hydroxylamine derivative followed by its heterocyclization. 相似文献