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1.
Lszl Hazai Gyula Dek Jzsef Tams Gbor Doleschall Gabor Tth 《Journal of heterocyclic chemistry》1985,22(6):1491-1495
4-Benzylidene-1-phenyl-1,4-dihydro-3(2H)-isoquinolinone, the intermediary product of the carbonyl condensation reaction between 1-phenyl-1,4-dihydro-3(2H)-isoquinolinone and benzaldehyde, rearranges in the presence of an equivalent quantity of sodium hydride into 4-benzyl-1-phenyl-3(2H)-isoquinolinone. As the possibility of the migration of the hydrogen at C-1 in the form of a proton or a hydrogen atom (radical reaction) was excluded, the mechanism of the rearrangement could be depicted as an intermolecular hydride anion migration. In case of the 1-(4-pyridyl)- and 1-(3-pyridyl)-1,4-dihydro-3(2H)-isoquinolinones, however, the rearrangement can be carried out also in polyphosphoric acid and in this case a proton loss-proton gain mechanism was proved. 相似文献
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2,4(3H,5H)-Furaridione, 1 , condenses with heteroaromatic aldehydes in the presence of concentrated hydrochloric acid to yield 3-(heteroarylmethylene)-2,4(3H,5H)-furandiones, 4 . The condensation of 1 with acid sensitive aldehydes, including 2-furanacroleine and N-methylpyrrole-2-carboxaldehyde proceeded well with 1 as the sole proton source. The E/Z ratio of type 4 compounds was determined by 1H-nmr spectroscopy. 相似文献
4.
Masaaki Tomura Osamu Mori Noboru Matsumura Hiroo Inoue 《Journal of heterocyclic chemistry》1991,28(2):221-224
12π-Tetraazapentalenes, 2,3-disubstituted 6,7-dihydro-5H-2a-thia(2a-SIV)-2,3,4a,7a-tetraazacyclopent-[cd]indene-1,4(2H,3H)-dithiones, 1 and 7 , reacted with excess alkyl or aryl isothiocyanates and isocyanates to afford mono- and di-alkyl or aryl substituted tetraazapentalene derivatives which have the thiocarbonyl and carbonyl groups. 相似文献
5.
Experimental procedures are given for the facile synthesis of various types of 1,4-dihydroisoquinolones and their reduction to the corresponding 1,2,3,4-tetrahydroisoquinolines. 相似文献
6.
Cathodic reduction of N-(2-acyl(or aroyl)phenyl)-2,2,2,-trichloro-N-alkylacetamide at -1.2 V (vs SCE) under aprotic conditions yields 3-chloro-1,4-disubstituted-2(1H)-quinolinones (1) as the major product. When the reaction is carried out at -0.8 V (vs SCE), 3,3-dichloro-4-hydroxy-1,4-disubstituted-3,4-dihydro-2(1H)-quinolinones (2) and 1,4-disubstituted-1,4-dihydro-quinoline-2,3-dione (3) are formed. Ring contraction of 2 and 3 in aqueous sodium hydroxide resulted in the formation of 3-hydroxy-1,3-dihydroindol-2-ones (5). The most plausible reaction mechanisms are proposed. 相似文献
7.
Nadin A López JM Owens AP Howells DM Talbot AC Harrison T 《The Journal of organic chemistry》2003,68(7):2844-2852
A new approach to the synthesis of 1,4-benzodiazepines and 3-amino-1,4-benzodiazepines, which employs the Pd-catalyzed cross-coupling reaction of an imidoyl chloride with an organometallic reagent as the key step, is described. A five-step synthesis of a key intermediate is described and it is shown that in only four further steps (three couplings and a TFA-mediated BOC-deprotection) a wide variety of N1-, C3-amino-, C5-carbon-, or nitrogen-substituted 1,4-benzodiazepines can be synthesized. 相似文献
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The effect of substituents in the 1-position of 2-indanones and 2-tetralones on the course of Beckmann rearrangement reactions was studied. Nmr spectral anaylses of the intermediate oximes and final products demonstrated that steric controls were operative both before and during rearrangement. Use of the appropriate substituents and reaction conditions makes this reaction scheme attractive for preparation of the title compounds. 相似文献
10.
H. Butcher T. A. Hamor I. L. Martin 《Acta Crystallographica. Section C, Structural Chemistry》1983,39(10):1469-1472
11.
N. S. Kozlov O. D. Zhikhareva S. A. Batishche 《Chemistry of Heterocyclic Compounds》1973,9(5):633-635
2-(3,4-Methylenedioxyphenyl)-5,6-benzolepidine methiodide enters into condensation with aromatic aldehydes in absolute alcohol in the presence of piperidine to give styryl dyes. The effect of various substituents in the styryl residue on the position of the absorption maxima of the dyes was studied.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 689–690, May, 1973. 相似文献
12.
The reaction of Grignard reagents with ketones or aldehydes in the presence of a catalytic amount of Cp2TiCl2 leads to the corresponding reduction products in high yields. Cp2TiH intermediate was proposed to account for this observation. 相似文献
13.
1,4-Benzodiazepin-2-ones possessing an α-carboxyethyl group in 7-position (21-25) were prepared from a key compound, 2-amino-5-α-carboxyethylbenzophenone (8) or from its O-benzyl derivative 14 , using methods developed previously. An optimized route to 8 starting from 2-nitro-5-chlorobenzophenone ( 1 ), as well as some unsuccessful attempts are described. Compound 8 was deaminated into racemic α-(3-benzoyl)-phenylpropionic acid ( 9 ), a well-known antiinflammatory agent. 相似文献
14.
Richard C. M. Butler Christopher B. Chapleo Peter L. Myers Anthony P. Welbourn 《Journal of heterocyclic chemistry》1985,22(1):177-181
An investigation into the synthesis of benzoxazine, benzoxathiane and benzothiazine derivatives of 2-(2-imidazolinyl)-1,4-benzodioxane has been carried out. 相似文献
15.
Barbara Cardillo Carla Conti Elisabetta Giorgini Lucedio Greci Pierluigi Stipa Giorgio Tosi Corrado Rizzoli Paolo Sgarabotto Franco Ugozzoli 《Journal of heterocyclic chemistry》1992,29(5):1349-1355
2-Phenyl-3-phenylimino-3H-indole reacts with indole, 2-methylindole and 1,2-dimethylindole in the presence of stoichiometric trichloroacetic acid to form 1,2-dihydro-2-phenyl-2-(indol-3-yl-derivatives)-3-phenylimino-3H-indole, which during a longer period of time (16 hours) undergoes indolyl transposition to carbon-3 and elimination of aniline affording the 3,3′-bis-indolyls. In the case of 1,2-dimethylindole the intermediate coming from the indolyl migration may undergo a nucleophilic addition to carbon-2 of another molecule of indole; the new intermediate leads to the formation of 2-phenyl-3,3′-di-(1,2-dimethylindol-3-yl)-3H-indole by elimination of aniline and migration to carbon-3 of the second molecule of indole. By treatment with hydrochloric acid in refluxing ethanol, 1,2-dihydro-2-phenyl-2-(indol-3-yl-derivatives)-3-phenylimino-3H-indole afford to 3,3′-bis-indolyls and 1,2-dihydro-2-phenyl-2-(indol-3-yl-derivatives)-3H-indol-3-one (indoxyls). The crystal structure of 1,2-dihydro-2-phenyl-2-(indol-3-yl)-3-phenylimino-3H-indole is also reported. The latter compound does not give rearrangement products by acid treatment, only untreatable tarry material. 相似文献
16.
The question concerning the synthesis of the 1,4-dihydro-3(2H)cinnolinone was solved and some new tetracyclic derivatives are described. The structure and the synthesis of the two isomers 2-(2-carbomethoxymethylphenyl)phthalazine-1(2H),4(3H)dione and 1-(2-carbomethoxybenzoyl)-1,2-dihydrocinnolin-3(4H)one are discussed. 相似文献
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The reaction of some primary amines with the methyl 2-[(α-oxobenzyl)-(α-bromo)methyl]phenylacetate ( 5 ) afforded the isoquinolinones 7a-d , which in turn were hydrogenated to 10a-d . The synthesis of these compounds was designed on the basis of a potential depressant and antiinflammatory activity found in other structurally related compounds. 相似文献
19.
Carreras I Scherkenbeck J Paulitz C 《Combinatorial chemistry & high throughput screening》2005,8(7):643-647
The polymer assisted solution phase (PASP) synthesis of 4,5-dihydro-1,4-benzoxazepin-3(2H)-ones is described. Using salicylic aldehydes, alpha-bromo acetic acid esters, and primary amines as broadly variable building blocks, the target molecules were obtained in a straightforward manner. The use of polymer bound reagents and scavengers greatly simplified workup, and avoided the use of protecting groups. A small library was prepared, showing the feasibility of the synthetic concept for the generation of larger sets of screening compounds. 相似文献
20.
B?a?ej Gierczyk 《Journal of Molecular Structure》2003,655(2):259-267
Products of the reactions between three fluorinated nitrobenzenes (2,3,4,6-tetrafluoronitrobenzene, mNF4; 2,3,4,5-tetrafluoronitrobenzene, oNF4; pentafluoronitro-benzene, NF5) and 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD) in the presence of the water molecules in acetonitrile were isolated and identified by analytical and spectroscopic methods. The reaction products included ortho- and para-substituted nitro-compounds. The kinetics of these reactions is independent of the substrates studied. The rate-determining step of these reactions is the hydrolysis of one ring of the MTBD molecule after the fast formation of the Meisenheimer complex. The mechanism of these reactions and the structures of the products are discussed. 相似文献