F 70 Fluoro-containing heterocycles: XIV. Cyclic adducts of 6-fluoro-7-azidoquinoxaline and their transformation products [Electronic resource] / N. N. Mochul`skaya, E. N. Nagibina, Yu. S. Volchenkova, L. P. Sidorova, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2005. - Vol. 41, № 11. - P1694-1701. - Библиогр. : с. 1701 (18 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The possibility of a structural modification of quinoxalines through 1,3-dipolar cycloaddition of 7-azido-6-fluoroquinoxaline to norbornenes, enamines of cyclic ketones, and dimethyl acetylenedicarboxylate was demonstarated. The stability of 1,2,3-triazoline adducts was studied and the structure of the products of their molecular rearrangements was established. The cycloadduct of azide with cyclohexanone enamine undergoes azapinacolone rearrangement involving a contruction of the cycloalkane ring by one member affording amidine of cyclopentanecarboxylic acid. The triazoline adduct of the azide with dicyclopentadiene as a result of the rearrangement affords the corresponding aziridinoquinoxaline. \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2005, 41 (11), 1694.pdf |
N 89 Novel chemical modifications at the 4-position of chromones. Synthesis and reactivity of 4H-chromene-4-spiro-5-isoxazolines and related compounds [Text] / V. Ya. Sosnovskikh, B. I. Usachev, A. Yu. Sizov, M. I. Kodess // Tetrahedron Letters. - 2004. - Vol. 45, № 39. - P7351-7354 : ил. - Библиогр.: с. 7353-7354 (22 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CHROMONES -- DILITHIOOXIMES -- 4H-CHROMENE-4-SPIRO-5'-ISOXAZOLINES; -- ALFA,BETA-UNSATURATED OXIMES -- BECKMANN REARRANGEMENT -- NITROSATION -- BROMINATION Аннотация: Reactions of chromones with dilithiooximes proceed via nucleophilic 1,2-addition to give, on acidification, 4H-chromene-4-spiro-5-isoxazoline derivatives in high yields. On treatment with concentrated H2SO4 the isoxazoline ring of this novel spiroannulated heterocyclic system opens to give alfa,beta-unsaturated oximes, which undergo nitrosation, bromination, and the Beckmann rearrangement to the corresponding spiroisoxazolines and alfa,beta-unsaturated amides, respectively. The latter can be obtained directly by the Beckmann rearrangement of 4H-chromene-4-spiro-5`-isoxazolines \\\\Expert2\\nbo\\Tetrahedron Letters\\2004, v. 45, p.7351.pdf |
T 44 The amidine rearrangement in 5-amino-6-aryl-1,2,4-triazine-4-oxides initiated by hydroxylamine [Text] / O. N. Chupakhin, V. N. Kozhevnikov, A. M. Prokhorov, D. N. Kozhevnikov, V. L. Rusinov // Tetrahedron Letters. - 2000. - Vol. 41, № 38. - P7379-7382 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
R 30 Reactions of 4-hydroxy-5,6,7,8-tetrafluorocoumarin derivatives with S-nucleophiles [Text] / I. T. Bazyl, S. P. Kisil', Ya. V. Burgart, V. I. Saloutin // Journal of Fluorine Chemistry. - 2000. - Vol. 103, № 1. - P3-12 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: In the reactions with o-aminothiophenol, 4-hydroxy-(3-(imino)acetyl)-5,6,7,8-tetrafluorocoumarins give products of S-substitution at the C-7 atom. 7-Substituted 5,6,8-trifluorocoumarins form benzothiazole as a result of heterocyclic ring opening; 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorochromone undergoes acid splitting to 2-(2-hydroxy-3,4,5,6-tetrafluorophenyl)benzothiazole. Under alkaline conditions, S-substituted coumarins decompose to acetophenone. In an acid medium, 4-hydroxy-3-iminoacetyl-5,6,8-trifluoro-7-(2-aminophenylthio)coumarin affords 7-(2-aminophenylthio)-2-methyl-5,6,8-trifluorochromone. 4-Hydroxy-5,6-difluoro-2-H-pyrano[6,5-a]phenothiazin-2-one was isolated from condensation of 7-(2-aminophenylthio)-4-hydroxy-5,6,8-trifluorocoumarin in the presence of NaH.????Reactions of 3-acetyl(iminoacetyl)-4-hydroxy-5,6,7,8-tetrafluorocoumarins and 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorochromone with 2-mercaptoethanol result in the formation of 5,7,8-trisubstituted derivatives. Interaction of 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorochromone with 2-mercaptoethanol, mercaptoacetic acid and 1,2-ethanedithiol leads to the formation of the 7-substituted products. Acyl-lactone rearrangement of mono- and trisubstituted chromones gives the corresponding coumarins.???? |
S 98 Synthesis of 8-R-9c-alkyl-1-aryl-2-benzyl-1-hydroxy-1,2,9b,9c-tetrahydro-5-oxa-2-aza-cyclopenta[2,3]cyclopropa[1,2-a]naphthalene-3,4-diones and reaction thereof with acetic anhydride [Text] / V. V. Shchepin, P. S. Silaichev, A. R. Racitin, M. I. Kodess // Tetrahedron Letters. - 2006. - Vol. 47, № 4. - P557-560 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reaction of zinc enolates synthesized from 1-aryl-2,2-dibromoalkanones and zinc with 6-R-2-oxochromene-3-carboxylic acid N-benzylamide affords 8-R-9c-alkyl-1-aryl-2-benzyl-1-hydroxy-1,2,9b,9c-tetrahydro-5-oxa-2-aza-cyclopenta[2,3]cyclopropa[1,2-a]naphthalene-3,4-diones. Acylation of these compounds is accompanied by an unexpected rearrangement producing a sole geometrical isomer of 4?-alkyl-5?-aryl-1?-benzyl-3,4,2?,3?-tetrahydro-2,2?-dioxospiro[chroman-3,3?-pyrrol]-4-yl acetates \\\\Expert2\\nbo\\Tetrahedron Letters\\2006, v. 47, p.557.pdf |
K 49 Kisil', S. P. New Fluoroaryl-containing beta,beta'-Dioxoesters in the Synthesis of Fluorobenzopyran-2(4)-ones [Electronic resource] / S. P. Kisil', Ya. V. Burgart, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2001. - Vol. 37, № 10. - P1455-1462 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: For the first time were obtained ethyl 2-(2-methoxy-3,4,5,6-tetrafluorobenzoyl)-3-oxobutanoate and ethyl 2-pentafluorobenzoyl-3-oxobutanoate and their copper chelates. The compounds were prepared by acylation of ethyl acetoacetate with 2-methoxy-3,4,5,6-tetrafluoro- and pentafluorobenzoyl chlorides. Cyclization of these ,'-dioxoesters afforded substituted chromones. 2-Methyl-5-methoxy-6,7,8-trifluoro-3-ethoxycarbonylchromone hydrolyzes depending on reaction conditions either to 5-hydroxy-2-methyl-6,7,8-trifluorochromone or to 5-hydroxy-2-methyl-6,7,8-trifluorochromone-3-carboxylic acid. Reaction with morpholine provided 7-substituted product, and with aqueous ammonia as a result of rearrangement forms 3-acetimidoyl-4-hydroxy-5-methoxy-6,7,8-trifluorocoumarin. Hydrolysis of the latter yields 3-acetyl-4-hydroxy-5-methoxy-6,7,8-triflu \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2001, 37 (10), 1455.pdf |
R 30 Reactions of ethyl 5,6,7,8-tetrafluoro-2-methylchromone-3-carboxylate and 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarin with S-nucleophiles [Electronic resource] / I. T. Bazyl, S. P. Kisil', S. N. Frolov, Ya. V. Burgart, V. I. Saloutin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1999. - Vol. 48, № 8. - P1537-1541 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reactions of ethyl 5,6,7,8-tetrafluoro-2-methylchromone-3-carboxylate with mercaptoacetic acid and 1,2-ethanedithiol afforded C(7)-substitution products. The above-mentioned chromone reacted with 2-mercaptoethanol to yield 7-mono- or 5,7,8-trisubstituted products depending on the reaction conditions. The reaction of 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarin with 2-mercaptoethanol afforded a 5,7,8-trisubstituted produect. The acyl-lactone rearrangement of mono- and trisubstituted chromones yielded the corresponding coumarins \\\\Expert2\\nbo\\Russian Chemical Bulletin\\1999, 48 (8), 1537.pdf |
F 70 Fluorine-containing Heterocycles. XI. 5(6)-Fluoro-6(5)-X-benzofuroxans: Synthesis, Tautomerism, and Transformations [Electronic resource] / O. N. Chupakhin, S. K. Kotovskaya, S. A. Romanova, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2004. - Vol. 40, № 8. - P1167-1174 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Features of 5(6)-fluoro-6(5)-X-benzofuroxans tautomerism were investigated. By 1H, 13C, and 19F NMR spectroscopy the direction of Boulton-Katritzky rearrangement in nitration, nitrosation, and azo coupling of fluorine-containing furoxanes was determined \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2004, 40 (8), 1167.pdf |
G 65 Gorbunova, T. I. Reaction of 1,1,2,3,3-pentafluoro-1,5-hexadiene with methanol in the presence of a base [Electronic resource] / T. I. Gorbunova, A. Ya. Zapevalov, V. I. Saloutin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1994. - Vol. 43, № 4. - P711-712 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reaction of 1,1,2,3,3-pentafluoro-1,5-hexadiene (1) with MeOH in the presence of MeONa results in products of substitution, rearrangement, hydro-, or dehydrofluorination, depending on the reaction conditions \\\\Expert2\\nbo\\Russian Chemical Bulletin\\1994, 43 (4), 711.pdf |
N 52 New approach to the synthesis of azauracils and azaisocytosines [Electronic resource] / T. S. Shestakova, S. L. Deev, E. N. Ulomskii, V. L. Rusinov, O. N. Chupakhin, O. A. Dyachenko, O. N. Kazheva, A. N. Chekhlov, P. A. Slepukhin, M. I. Kodess // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2006. - Vol. 55, № 11. - P2071-2080 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A new procedure was developed for the synthesis of 6-phenyltetrazolo[1,5-b]triazin-7-one. Aza analogs of uracil and isocytosine were prepared by the tetrazole ring cleavage. It was demonstrated that these transformations can be used in the synthesis of anomalous nucleosides \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2006, 55 (11), 2071.pdf |
S 78 Spiro[4H-chromene-4,5-isoxazolines] and related compounds: Synthesis and reactivities [Electronic resource] / V. Ya. Sosnovskikh, A. Yu. Sizov, B. I. Usachev, M. I. Kodess, V. A. Anufriev // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2006. - Vol. 55, № 3. - P535-542 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Reactions of chromones with methyl ketoximes in the presence of lithium diisopropylamide follow the nucleophilic 1,2-addition mechanism to give spiro[4H-chromene-4,5?-isoxazolines] in good yields. The isoxazoline ring in spiro[4H-chromene-4,5?-isoxazolines] undergoes opening under the action of conc. H2SO4, yielding ?,?-unsaturated oximes. Their nitrosation and bromination lead to the corresponding spiroisoxazolines, while the Beckmann rearrangement, to ?,?-unsaturated amides. The latter are also formed directly from spiro[4H-chromene-4,5?-isoxazolines] under the action of PCl5. N-Substituted acetophenone hydrazones in the presence of lithium diisopropylamide react at the C(4) atom of 2-trifluoromethylchromone, while acetophenone anil under the same conditions, at the C(2) atom \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2006, 55 (3), 535.pdf |
S 98 Synthesis of 8-Aryl[1,2,4]triazolo[1,5-d][1,2,4]triazin-5(6H)-ones by S HN Reactions [Electronic resource] / V. L. Rusinov, G. V. Zyryanov, I. N. Egorov, E. N. Ulomskii, G. G. Aleksandrov, O. N. Chupakhin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2004. - Vol. 40, № 1. - P85-89 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A new procedure has been proposed for the synthesis of 8-aryl[1,2,4]triazolo[1,5-d][1,2,4]-triazin-5(6H)-ones by reaction of 6-aryl-1,2,4-triazin-3(2H)-ones with hydrazides derived from aliphatic, aromatic, and heterocyclic carboxylic acids. The process invloves nucleophilic substitution of hydrogen (SN H)in aryltriazinones, oxidative closure of azole ring, and Dimroth rearrangement \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2004, 40 (1), 85.pdf |
S 73 Sosnovskikh, V. Ya. Rearrangement of 3-aminoisoxazolo[4,5-c]coumarins into 2-aminooxazolo[4,5-c]coumarins mediated by carboxylic acid anhydrides [Electronic resource] / V. Ya. Sosnovskikh, V. S. Moshkin, M. I. Kodess // Mendeleev Communications. - 2010. - Vol. 20, № 4. - P209-211 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Reactions of 3-amino-4H-chromeno[3,4-d]isoxazol-4-ones with acetic and trifluoroacetic anhydrides gave the corresponding acetyl derivatives, which were rearranged into 2-amino-4H-chromeno[3,4-d][1,3]oxazol-4-ones by heating in DMSO solution \\\\Expert2\\nbo\\Mendeleev Communications\\2010, v.20, p.209.pdf |
R 30 Reactions of 3-aminoisoxazolo[4,5-c]coumarin with benzoyl chloride: the first example of a preparative 1,2,4-oxadiazole–oxazole rearrangement [Electronic resource] / V. Ya. Sosnovskikh, V. S. Moshkin, M. Yu. Kornev, M. I. Kodess // Mendeleev Communications. - 2011. - Vol. 21, № 2. - P110-111. - Bibliogr. : p. 111 (7 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Depending on conditions, reaction of 3-amino-4H-chromeno[3,4-d]isoxazol-4-one with benzoyl chloride gives 4-hydroxy- and/or 4-benzoyloxy-3-(5-phenyl-1,2,4-oxadiazol-3-yl)coumarins, which are rearranged into 2-benzamido-4H-chromeno[3,4-d]oxazol-4-one by heating in DMSO \\\\Expert2\\nbo\\Mendeleev Communications\\2011, v.21, p.110.pdf |
2,3-Epoxyperfluoro-2-methylpentane in reactions with urea and thiourea [Electronic resource] / T. I. Filyakova, V. I. Saloutin, A. Ya. Zapevalov, P. A. Slepukhin, M. I. Kodess, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2011. - Vol. 47, № 5. - P650-658 : рис., табл. - Bibliogr. : p. 658 (24 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 2,3-Epoxyperfluoro-2-methylpentane reacts with thiourea in protic (methanol, 2-propanol) and aprotic (dioxane) solvents, and also with urea in acetonitrile affording unexpected products: 1-(2,2,3,3,3-pentafluoropropionyl)-2-(2,2,2-trifluoro-1-trifluoro-methylethyl)isothiourea, and 1-(2,2,3,3,3-pentafluoropropionyl)-3-(2,2,2-trifluoro-1-trifluoro-methylethyl)urea respectively that result from the rearrangement of the intermediately formed ketone in the process of the intramolecular “haloform” cleavage. At the same time in dioxane the 2,3-epoxyperfluoro-2-methylpentane reacts with urea with the formation of a heterocyclic compound, 2-amino-4-pentafluoroethyl-5,5-bis(trifluoromethyl)-4,5-dihydrooxazol-4-ol. From 1-(2,2,3,3,3-pentafluoropropionyl)-2-(2,2,2-trifluoro-1-trifluoromethylethyl)isothiourea and Cu(OAc)2 a stable fluorine-containing chelate complex was obtained \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2011, 47 (5), 650-658.pdf |
U 52 Unexpected spontaneous ring-contraction rearrangement of trifluoromethylated 1,2-oxazine N-oxides to 1-pyrroline N-oxides / V. Yu. Korotaev, A. Yu. Barkov, P. A. Slepukhin, M. I. Kodess, V. Ya. Sosnovskikh // Mendeleev Communications. - 2011. - Vol. 21, № 5. - С. 277-279 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): TRIFLUOROMETHYL -- 1-OXIDES Аннотация: 6-Amino-4-trifluoromethyl-5,6-dihydro-4H-1,2-oxazine 2-oxides undergo spontaneous rearrangement into 4-amino-2-hydroxy-4-trifluoromethyl-3,4-dihydro-2H-pyrrole 1-oxides \\\\Expert2\\nbo\\Mendeleev Communications\\2011, v.21, p. 277.pdf |
A 10 A convenient approach to 4,7-dihydrotetrazolo [5,1-c ][1,2,4]triazine synthesis [Electronic resource] / E. V. Shchegol'kov, A. E. Ivanova, Ya. V. Burgart, V. I. Saloutin // Journal of Heterocyclic Chemistry. - 2013. - Vol.50. - PE80-E86 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): TRIAZINE SYNTHESIS -- 1,3-DICARBONYL -- ISOMERISM Аннотация: Azo coupling of 1,3-dicarbonyl compounds with tetrazolyl-5-diazonium chloride is used to develop a convenient one-step procedure for the synthesis of 4,7-dihydrotetrazolo[5,1-c][1,2,4]triazines. In contrast to nonfluorinated analogs, 7-hydroxy-7-polyfluoroalkyl-4,7-dihydrotetrazolo[5,1-c][1,2,4]triazines undergo a ring-chain isomerism resulting from the cleavage at the C7 - N7a bond. A distinctive feature of nonfluorinated 4,7-dihydrotetrazolo[5,1-c][1,2,4] triazines is the possibility to dehydration, which is accompanied by an azide rearrangement due to the tetrazole ring cleavage with the formation of tetrazolo[1,5-b][1,2,4]triazines |
R 30 Reactions of perfluoro(2,3-epoxy-2-methylpentane) with o-phenylenediamine and ethylenediamine [Electronic resource] / T. I. Filyakova, A. Ya. Zapevalov, M. I. Kodess, P. A. Slepukhin, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2013. - Vol.49, №3. - С. 350-355. - Библиогр.: с. 355 (16 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): O-PHENYLENEDIAMINE -- ETHYLENEDIAMINE -- C-N BOND Аннотация: Perfluoro(2,3-epoxy-2-methylpentane) reacted with o-phenylenediamine and ethylenediamine via cleavage of the C-C bond to produce 2,2,3,3,3-pentafluoro-N-[2-(2,2,2-trifluoro-1-trifluoromethylethylamino)-phenyl]propanamide and 2,2,3,3,3-pentafluoro-N-[2-(2,2,2-trifluoro-1-trifluoromethylethylamino)ethyl]-propanamide, respectively. Presumably, these compounds are formed as a result of rearrangement of intermediate ketone generated by intramolecular haloform-type reaction. According to the NMR and X-ray diffraction data, 2,2,3,3,3-pentafluoro-N-[2-(2,2,2-trifluoro-1-trifluoromethylethylamino)phenyl]propanamide in crystal exists as Z conformer with respect to the amide C-N bond \\\\expert2\\NBO\\Russian Journal of Organic Chemistry\\2013, 49, (3), 350-355.pdf |
S 53 Shcherbakov, K. V. Features of reactions of polyfluorinated ethyl 4-oxo-2-pnenyl-4H-chromene-3-carboxylates with N-nucleophiles [Electronic resource] / K. V. Shcherbakov, Ya. V. Burgart, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2013. - Vol.49, №5. - С. 719-729. - Библиогр.: с. 729 (13 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): BENZYLAMINE -- CHROMONE-COUMARIN REARRANGEMENT -- TETRAFLUOROFLAVONES Аннотация: Ethyl 5,6,7,8-tetrafluoro-4-oxo-2-phenyl-4H-chromene-3-carboxylate in reactions with primary amines is characterized by a chromone-coumarin rearrangement affording 3-[amino(phenyl)methylene]-6,7,8-trifluoro-2H-chromene-2,4(3H)-diones, and ethyl 4-oxo-2-phenyl-5,6,7,8-tetrafluoro-4H-chromene-3-carboxylate characteristically adds the amine at the C2 site of the flavone furnishing 3-amino-3-phenyl-2-(2,3,4,5-tetrafluoro-6-hydroxybenzoyl)acrylates which depending on the substituent at the amino group are capable of intramolecular cyclization into 3-[(alkylamino)(phenyl)methylene]-5,6,7,8-tetrafluoro-2H-chromene-2,4(3H)-dione or in the case of benzylamine substituent, into ethyl 1-benzyl-5-hydroxy-4-oxo-2-phenyl-6,7,8-trifluoro-1,4-dihydroquinoline-3-carboxylate. The main process in the reaction of tri- and tetrafluoroflavones with secondary amine (1-methylpiperazine) is the nucleophilic substitution at the C7 of flavone. In the reaction with 1,2-phenylenediamine 3-[(2-aminophenyl)amino]-3-phenyl-2-(2,3,4,5-tetrafluoro-6-hydroxybenzoyl)acrylate was obtained from tetrafluoroflavone and 1H-benzimidazol-2-yl(3,4,5-trifluoro-2-hydroxyphenyl)methanone, from trifluoroflavone \\\\expert2\\NBO\\Russian Journal of Organic Chemistry\\2013, 49, (5), 719-729.pdf |
B 43 Benzyne-mediated rearrangement of 3-(2-pyridyl)-1,2,4-triazines into 10-(1H-1,2,3-triazol-1-yl)pyrido[1,2-a]indoles [Electronic resource] / I. L. Nikonov, D. S. Kopchuk, I. S. Kovalev, G. V. Zyryanov, A. F. Khasanov, P. A. Slepukhin, V. L. Rusinov, O. N. Chupakhin // Tetrahedron Letters. - 2013. - Available online 20 September. - Bibliogr. : p. (20 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 1,2,4 TRIAZINES -- TRIAZOL -- INDOLES Аннотация: The reaction between 5-R-6-R1-3-(2-pyridyl)-1,2,4-triazines and benzyne generated in situ in toluene under reflux results in the formation of 10-(1H-1,2,3-triazol-1-yl)pyrido[1,2-a]indoles 3 in up to 60% yields instead of the expected 3-R-4-R1-1-(2-pyridyl)isoquinolines 2. The crystal structure of product 3c and the proposed mechanism for the formation of 3 are reported \\\\expert2\\nbo\\Tetrahedron Letters\\2013, v. 54, p. 6427.pdf |