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1.
V. V. Shchepin Yu. G. Stepanyan P. S. Silaichev M. A. Ezhikova M. I. Kodess 《Russian Journal of Organic Chemistry》2007,43(7):1002-1007
Zinc enolates derived from 2,2-dibromoindan-1-one and 2,2-dibromo-1,2,3,4-tetrahydronaphthalen-1-one reacted with 2-arylmethylidenemalononitriles, alkyl 3-aryl-2-cyanoprop-2-enoates, and N-substituted 3-aryl-2-cyanoprop-2-enamides to give, respectively, 3-aryl-1′-oxo-1′,3′-dihydrospiro[cyclopropane-1,2′-indene]-2-2-dicarbonitriles, 3-aryl-1′-oxo-3′,4′-dihydro-1′H-spiro[cyclopropane-1,2′-naphthalene]-2,2-dicarbonitriles, alkyl 3-aryl-2-cyano-1′-oxo-1′,3′-dihydrospiro[cyclopropane-1,2′-indene]-2-carboxylates, alkyl 3-aryl-2-cyano-1′-oxo-3′,4′-dihydro-1′H-spiro[cyclopropane-1,2′-naphthalene]-2-carboxylates, and N-substituted 3-aryl-2-cyanol-1′-oxo-3′,4′-dihydro-1′H-spiro[cyclopropane-1,2′-naphthalene]-2-carboxamides as a single diastereoisomer. The stereoconfiguration of the products was determined by 1H and 13C NMR spectroscopy. 相似文献
2.
N. F. Kirillov E. A. Nikiforova S. N. Shurov 《Russian Journal of Organic Chemistry》2014,50(6):829-832
Reformatsky reaction of methyl 1-bromocyclopentane-1-carboxylic acid with 3-aryl-2-cyanoprop-2-enamides and their N-methyl derivatives afforded 10-aryl-6,8-dioxo-7-azaspiro[4.5]decane-9-carbonitriles and 10-aryl-7-methyl-6,8-dioxo-7-azaspiro[4.5]decane-9-carbonitriles, respectively. 相似文献
3.
V. V. Shchepin A. E. Korzun S. N. Shurov M. I. Vakhrin N. Yu. Russkikh 《Russian Journal of General Chemistry》2004,74(9):1410-1413
Zinc enolates formed from 1-aryl-2-bromoalkanones react with methyl esters of substituted 2-oxochromene-3-carboxylic acids to give methyl esters of 6-bromo- or 6,8-dibromo-4-(2-aryl-2-oxo-1-R- ethyl)-2-oxochromane-3-carboxylic acids as mixtures of two diastereomers.Translated from Zhurnal Obshchei Khimii, Vol. 74, No. 9, 2004, pp. 1520–1523.Original Russian Text Copyright © 2004 by Shchepin, Korzun, Shurov, Vakhrin, Russkikh.This revised version was published online in April 2005 with a corrected cover date. 相似文献
4.
Shchepin V. V. Kalyuzhnyi M. M. Shchepin R. V. Vakhrin M. I. 《Russian Journal of General Chemistry》2003,73(5):758-759
Zinc enolates derived from substituted 2,2-dibromobutyrophenones react with ethyl 5,5-dimethyl-2-oxo-2,5-dihydrofuran-3-carboxylate to give ethyl 6-aroyl-6-ethyl-4,4-dimethyl-2-oxo-3-oxabicyclo[3.1.0]-hexane-1-carboxylates mostly as a single geometric isomer. 相似文献
5.
V. V. Shchepin A. E. Korzun M. I. Vakhrin P. S. Silaichev M. A. Ezhikova M. I. Kodess 《Russian Journal of Organic Chemistry》2006,42(8):1169-1173
Alkyl 5,5-dimethyl-2-oxo-2,5-dihydrofuran-3-carboxylates react with zinc enolates prepared from 1-aryl-2-bromo-2-phenylethanones, 2-bromo indanone, 2-bromo-6-methyltetralone and zinc with formation of ethyl 4-(2-aryl-2-oxo-1-phenyl-ethyl)-5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylates, alkyl 5,5-dimethyl-2-oxo-4-(1-oxoindan-2-yl)tetrahydrofuran-3-carboxylates, and ethyl 5,5-dimethyl-4-(6-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)-2-oxotetrahydrofuran-3-carboxylates respectively, mainly as single diastereomers. 相似文献
6.
V. V. Shchepin P. S. Silaichev Yu. G. Stepanyan M. I. Vakhrin 《Russian Journal of General Chemistry》2006,76(6):939-941
Organozinc compounds obtained by treatment of dialkyl 2,2-dibromomalonates with metallic zinc reacted with N-substituted 3-aryl-2-cyanoprop-2-enoic acid amides to give alkyl 3-R-6-aryl-5-cyano-2,4-dioxo-3-azabicyclo[3.1.0]hexane-1-carboxamides as a single stereoisomer. 相似文献
7.
8.
V. V. Shchepin P. S. Silaichev M. I. Kodess 《Russian Journal of Organic Chemistry》2007,43(10):1441-1445
Zinc enolates obtained from 2,2-dibromonidan-1-one or 2,2-dibromo-1-tetralone and zinc reacted with alkyl esters and amides of 2-oxochromen-3-carboxylic acid giving the corresponding derivatives of 2,1′-dioxo-spiro(1a,7b-dihydrocyclopropa[c]chromen-1,2′-indan)-or 1′,2′,3′,4′-tetrahydro-2,1′-dioxospiro(1a,7b-dihydrocyclopropa[c]chromen-1,2′-naphthalene)-1a-carboxylic acids prevailingly in the form of a single geometric isomer. 相似文献
9.
V. V. Shchepin A. E. Korzun M. I. Vakhrin P. S. Silaichev M. A. Ezhikova M. I. Kodess 《Russian Journal of General Chemistry》2006,76(5):777-780
Zinc enolates derived from 1-aryl-2-bromo-2-phenylethanone react with alkyl 2-oxochromene-3-carboxylates and methyl 6-bromo-2-oxochromene-3-carboxylate to give, respectively, alkyl 4-(2-aryl-2-oxo-1-phenylethyl)-2-oxochroman-3-carboxylates and methyl 6-bromo-4-(2-aryl-2-oxo-1-phenylethyl)-2-oxochroman-3-carboxylate as a single stereoisomer. Zinc enolates derived from 2-bromoindan-1-one react with alkyl 2-oxochromene-3-carboxylates to give alkyl 2-oxo-4-(1-oxoindan-2-yl)chroman-3-carboxylates as a single stereoisomer. 相似文献
10.
D. V. Ivanov N. M. Igidov S. N. Shurov M. V. Dmitriev I. N. Chernov 《Russian Journal of Organic Chemistry》2018,54(4):573-577
Ethyl 2-amino-5-(2-aryl-2-oxoethylidene)-4-oxo-1H-4,5-dihydrofuran-3-carboxylates and 2-amino- 5-(2-aryl-2-oxoethylidene)-4-oxo-1H-4,5-dihydrofuran-3-carbonitriles reacted with alcohols in the presence of a catalytic amount of concentrated aqueous HCl to give the corresponding 5-alkoxy-2-amino-5-(2-aryl-2- oxoethyl)-4-oxo-1H-4,5-dihydrofuran-3-carboxylic acid derivatives. A probable reaction mechanism was proposed on the basis B3LYP/6-311G(d) quantum chemical calculations. 相似文献
11.
V. V. Shchepin P. S. Silaichev Yu. G. Stepanyan K. P. Lebedev M. I. Vakhrin 《Russian Journal of General Chemistry》2006,76(5):743-746
Zinc enolate derived from 1,1-dibromo-3,3-dimethylbutan-2-one reacts with 3-aryl-2-cyanoprop-2-enamides and aryl 3-aryl-2-cyanoprop-2-enoates to give the corresponding derivatives of 3-aryl-2-(2,2-dimethylpropanoyl)-1-cyanocyclopropane-1-carboxylic acid as a single stereoisomer with cis arrangement of the hydrogen atoms at the cyclopropane ring. The reactions of the same zinc enolate with 3-morpholinocarbonyl-2H-chromen-2-one and 2-morpholinocarbonyl-3H-benzo[f]chromen-3-one lead to formation of 1-(2,2-dimethylpropanoyl)-1a-morpholinocarbonyl-1a,7b-dihydrocyclopropa[c]chromen-2-one and 1-(2,2-dimethylpropanoyl)-1a-morpholinocarbonyl-1a,9c-dihydrobenzo[f]cyclopropa[c]chromen-2-one, respectively as a single stereoisomer. 相似文献
12.
Russian Journal of Organic Chemistry - 相似文献
13.
Russian Journal of Organic Chemistry - The reaction of 2-imino-2,5-dihydrofuran-3-carboxamides with benzaldehyde in pentan-1-ol in the presence of piperidine gave new dihydrofuran derivatives with... 相似文献
14.
V. V. Shchepin P. S. Silaichev N. Yu. Russkikh M. I. Vakhrin M. I. Kodess 《Russian Journal of Organic Chemistry》2006,42(8):1157-1163
Zinc enolates obtained from ethyl 2,2-dialkyl-4,4-dibromo-3-oxobutanoates and zinc react with N-substituted 2-oxochromen-3-carboxamides forming ethyl 3-{1a-(R3-carbamoyl)-2-oxo-1a,7b-dihydrocyclopropa[c]chromen-1-yl}-2,2-dialkyl-3-oxopropanoate isomer with a Z-position of methine hydrogens. Zinc enolates prepared from alkyl 2,2-dialkyl-4,4-dibromo-3-oxopentanoates and-hexanoates and zinc react with N-substituted 2-oxochromen-3-carboxamides to give rise to esters of 3-{1-alkyl-1a-(R3-carbamoyl)-2-oxo-1a,7b-dihydrocyclopropa-[c]chromen-1-yl}-2,2-dialkyl-3-oxopropanoic acid as isomers with the E-position of the methine proton and the alkyl substituent. The reaction carried out in the presence of small quantities of THF and HMPA leads to the formation of 9c-alkyl-2-R3-9b,9c-dihydro-5-oxa-2-azacyclopenta[2,3]-cyclopropa[1,2-a]naphthalene-1,3,4-triones. Zinc enolates from alkyl 2,2-dialkyl-4,4-dibromo-3-oxopentanoates and-hexanoates and zinc with the secondary amides of 2-oxochromen-3-carboxylic acid form alkyl 3-{2-oxo-1a-(piperidinocarbonyl)-and 3-{6-R1-1a-(morpholinocarbonyl)-2-oxo-1a,7b-dihydrocyclopropa[c]chromen-1-yl}-2,2-R2,R2-3-oxopropanoates as single geometrical isomers. 相似文献
15.
V. V. Shchepin M. M. Kalyuzhnyi P. S. Silaichev N. Yu. Russkikh R. V. Shchepin M. A. Ezhikova M. I. Kodess 《Russian Journal of Organic Chemistry》2004,40(9):1353-1358
Zinc enolates derived from substituted 1-aryl-2,2-dibromoalkanones reacted with 2-acyl-3H-benzo-[f]chromen-3-ones to give 1-alkyl-1-aroyl-1a-acyl-1a, 9c-dihydro-1H-3-oxacyclopropa[c]phenanthren-2-ones which were formed as a single stereoisomer. Reactions of the same zinc enolates with 6-bromo-2-oxo-chromene-3-carboxamides (piperidides and morpholides) afforded 1-aroyl-6-bromo-1-alkyl-1a-piperidino-(morpholino)carbonyl-1a,7b-dihydrocyclopropa[c]chromen-2-ones with high stereoselectivity. Likewise, 1-benzoyl-1-methyl-1a-morpholinocarbonyl-1a, 9c-dihydro-1H-3-oxacyclopropa[c]phenanthren-2-one was obtained by reac-tion with 3-oxo-3H-benzo[f]chromene-2-carboxylic acid morpholide.Translated from Zhurnal Organicheskoi Khimii, Vol. 40, No. 9, 2004, pp. 1399–1404.Original Russian Text Copyright © 2004 by V. Shchepin, Kalyuzhnyi, Silaichev, Russkikh, R. Shchepin, Ezhikova, Kodess.This study was performed under financial support by the Russian Foundation for Basic Research (project no. 04-03-96 036). 相似文献
16.
Interaction of decacarbonyldimanganese and decacarbonyldirhenium with 1-aryl-3-cyanoprop-2-en-1-ones
The reactions of M2(CO)10 (M = Mn, Re) withtrans-1-aryl-3-cyanoprop-2-en-1-ones in the presence of Me3NO proceed with replacement of the CO ligand and lead to complexeseq-(1-aryl-3-cyanoprop-2-en-1-on)nonacarbonyldimanganese andeq-(1-aryl-3-cyanoprop-2-en-1-on)nonacarbonyldirhenium complexes where the metals are bonded with the ligand through the nitrogen atom of the cyanogroup. The treatment of (1-phenyl-3-cyanoprop-2-en-1-on)nonacarbonyldirhenium with a second equivalent of the ligand resulted in the disubstituted complex,eq,eq-bis(1-phenyl-3-cyanoprop-2-en-1-on)octacarbonyldirhenium in a good yield. The structures of the obtained complexes are discussed on the basis of13C,1H NMR, and IR-spectroscopy.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1485–1487, August, 1994.This work was supported in part by the Russian Foundation for Basic Research (grant No 93-03-4028). 相似文献
17.
Russian Journal of Organic Chemistry - Reactions of 4-arylamino-2-tert-butyl-5-oxo-2,5-dihydrofuran-2-yl acetates with an equimolar amount of aromatic or heterocyclic amine in toluene involves... 相似文献
18.
Usachev B. I. Usachev S. A. Röschenthaler G.-V. Sosnovskikh V. Ya. 《Russian Chemical Bulletin》2010,59(4):845-847
Treatment of 6-trifluoromethylcomanic acid with sodium hydrosulfide afforded for the first time 4-oxo-6-trifluoromethyl-4H-thiopyran-2-carboxylic acid (6-trifluoromethylthiocomanic acid). When heated or treated with H2SO4, this acid easily underwent decarboxylation leading to 2-trifluoromethyl-4H-thiopyran-4-one. Because of this, both ethyl and methyl 6-tri-fluoromethylthiocomanates were obtained in low yields (15–23%).
Decarboxylation of 6-tri-(di)fluoromethylcomanic acids gave 2-tri(di)fluoromethyl-4H-pyran-4-ones in 77–80% yields. 相似文献
19.
Methyl 2,5-dimethoxy-2,5-dihydrofuran-2-carboxylate is formed in the reaction of HCl-CH3OH with methyl 5-nitro-2-acetoxy-2,5-, 5-nitro-4-acetoxy-4,5-, and 2,5-diacetoxy-2,5-dihydrofuran-2-carboxylates, whereas methyl 2,5-dioxo-3-pentenoate bis(2,4-dinitrophenylhydrazone) and 4-oxo-2-penten-1,5-dioic acid 2,4-dinitrophenylhydrazone are isolated in the presence of 2,4-dinitrophenylhydrazine. Methyl 5-nitrofuran-2-carboxylate is formed by treatment of methyl 5-nitro-2-acetoxy-2,5-dihydrofuran-2-carboxylate with aqueous solutions of acetic or phosphoric acid.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1600–1603, December, 1977. 相似文献