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Molecules, Volume 8, Issue 8 (August 2003) – 5 articles , Pages 607-648

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88 KiB  
Article
Microwave-Assisted Synthesis of Some 3,5-Arylated 2-Pyrazolines
by Davood Azarifar and Hassan Ghasemnejad
Molecules 2003, 8(8), 642-648; https://doi.org/10.3390/80800642 - 31 Jul 2003
Cited by 82 | Viewed by 10020
Abstract
Condensation of 2-acetylnaphthalene with benzaldehydes under microwave irradiation affords chalcones which undergo facile and clean cyclizations with hydrazines RNHNH2 (R= H, Ph, Ac) to afford 3,5-arylated 2-pyrazolines in quantitative yields, also under microwave irradiation and in the presence of dry AcOH as [...] Read more.
Condensation of 2-acetylnaphthalene with benzaldehydes under microwave irradiation affords chalcones which undergo facile and clean cyclizations with hydrazines RNHNH2 (R= H, Ph, Ac) to afford 3,5-arylated 2-pyrazolines in quantitative yields, also under microwave irradiation and in the presence of dry AcOH as cyclizing agent. The results obtained indicate that, unlike classical heating, microwave irradiation results in higher yields, shorter reaction times (2-12 min.) and cleaner reactions. Full article
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208 KiB  
Article
Syntheses of New Unsymmetrical and Symmetrical Diarylsulphides and Diarylsulphones Containing Thiazolinyl and Thiazolidinonyl Moieties Using 4,4'-Diacetyldiphenylsulphide
by M. A. Abbady, Sh. H. Abdel-Hafez, M. M. Kandeel and M. I. Abdel-Monem
Molecules 2003, 8(8), 622-641; https://doi.org/10.3390/80800622 - 31 Jul 2003
Cited by 12 | Viewed by 11326
Abstract
Condensation of 4,4’-diacetyldiphenyl sulphide (2) with variable amounts of thiosemicarbazide (3) in refluxing ethanol and in the presence of catalytic amounts of dry piperidine afforded only 4-acetylthiosemicarbazone-4’-acetyldiphenyl sulphide (5). Condensation of 2 with excess semicarbazide hydrochloride (4) in the presence of fused sodium [...] Read more.
Condensation of 4,4’-diacetyldiphenyl sulphide (2) with variable amounts of thiosemicarbazide (3) in refluxing ethanol and in the presence of catalytic amounts of dry piperidine afforded only 4-acetylthiosemicarbazone-4’-acetyldiphenyl sulphide (5). Condensation of 2 with excess semicarbazide hydrochloride (4) in the presence of fused sodium acetate and/or piperidine yielded 4,4’-diacetylsemicarbazone diphenyl sulphide (6), whereas use of equimolar amounts of 2 and 4 afforded 4-acetyl-semicarbazone-4’-acetyldiphenyl sulphide (7). 4-Acetylsemicarbazone-4’-acetylthiosemicarbazone diphenyl sulphide (8) was also obtained via two different routes. The effect of tautomeric structure 5d is discussed. 4-(4"-phenyl-Δ3-thiazoline-2"-acetylazino)-4’-acetyldiphenyl sulphide (9), 4-(5"-carboxyethyl-4"-thiazolidinone-2"-acetylazino)-4’-acetyldiphenyl sulphide (10), 4-(4"-thiazolidinone-2’-acetylazino)-4’-acetyldiphenyl sulphide (11) and 4-(4"-methyl-Δ3-thiazoline-2"-acetylazino)-4’-acetyldiphenyl sulphide (12) were prepared by interaction of 5 with phenacylbromide, bromodiethylmalonate, chloro ethylacetate and chloroacetone, respectively. Sulphides 9-12 were easily condensed with 3 to afford the corresponding 4-(heterocyclic moiety-2"-acetylazino)-4’-acetylthiosemicarbazone diphenyl sulphides 23-26. Oxidation of the prepared sulphides 5-7, 9-12, 23 and 25-26 using H2O2/glacial AcOH mixtures yielded only 4,4’-diacetyldiphenyl sulphone (13) as the main product in every case, besides 3 and 4 in certain cases. Unsymmetrical and symmetrical sulphones 14-22 were obtained starting from 13. The structures of the synthesized compounds are based on IR, 1H-NMR, 13C-NMR and mass spectral data. A theoretical study on some of the prepared compounds using molecular modeling was carried out. Full article
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134 KiB  
Article
Constituents from Moghat, the Roots of Glossostemon bruguieri (Desf.)
by Meselhy R. Meselhy
Molecules 2003, 8(8), 614-621; https://doi.org/10.3390/80800614 - 31 Jul 2003
Cited by 51 | Viewed by 14374
Abstract
The new biflavone moghatin (3″′-hydroxycupressuflavone) was isolated from Moghat, the dried peeled roots of Glossostemon bruguieri (Desf.), together with five known compounds: 4′-methoxyisoscutellargin, sesamin, chrysophanol, emodin and methoxyemodin (physcion). The structures of these compounds were assigned on the basis of spectroscopic data. Occurrence [...] Read more.
The new biflavone moghatin (3″′-hydroxycupressuflavone) was isolated from Moghat, the dried peeled roots of Glossostemon bruguieri (Desf.), together with five known compounds: 4′-methoxyisoscutellargin, sesamin, chrysophanol, emodin and methoxyemodin (physcion). The structures of these compounds were assigned on the basis of spectroscopic data. Occurrence of these compounds in Moghat is reported here for the first time. Full article
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62 KiB  
Article
A Facile Procedure for the Generation of Dichlorocarbene from the Reaction of Carbon Tetrachloride and Magnesium using Ultrasonic Irradiation
by Haixia Lin, Mingfa Yang, Peigang Huang and Weiguo Cao
Molecules 2003, 8(8), 608-613; https://doi.org/10.3390/80800608 - 31 Jul 2003
Cited by 8 | Viewed by 10505
Abstract
An improved method for the generation of dichlorocarbene was developed that utilizes ultrasound in the reaction of carbon tetrachloride with magnesium. High yields of gem-dichlorocyclopropane derivatives can be obtained in the presence of olefins by this method. Full article
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8 KiB  
Correction
Peter Karuso and Paul J. Scheuer, Natural Products from Three Nudibranchs: Nembrotha kubaryana, Hypselodoris infucata and Chromodoris petechialis, Molecules, 2002, 7, 1-6
by Peter Karuso
Molecules 2003, 8(8), 607; https://doi.org/10.3390/80800607 - 31 Jan 2002
Viewed by 6464
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