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

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Open AccessArticle A Facile Procedure for the Generation of Dichlorocarbene from the Reaction of Carbon Tetrachloride and Magnesium using Ultrasonic Irradiation
Molecules 2003, 8(8), 608-613; doi:10.3390/80800608
Received: 7 April 2003 / Revised: 7 July 2003 / Accepted: 20 July 2003 / Published: 31 July 2003
Cited by 4 | PDF Full-text (62 KB) | HTML Full-text | XML Full-text
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
Open AccessArticle Constituents from Moghat, the Roots of Glossostemon bruguieri (Desf.)
Molecules 2003, 8(8), 614-621; doi:10.3390/80800614
Received: 10 March 2003 / Revised: 27 May 2003 / Accepted: 25 July 2003 / Published: 31 July 2003
Cited by 14 | PDF Full-text (134 KB) | HTML Full-text | XML Full-text
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. [...] 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
Open AccessArticle Syntheses of New Unsymmetrical and Symmetrical Diarylsulphides and Diarylsulphones Containing Thiazolinyl and Thiazolidinonyl Moieties Using 4,4'-Diacetyldiphenylsulphide
Molecules 2003, 8(8), 622-641; doi:10.3390/80800622
Received: 19 March 2003 / Revised: 17 July 2003 / Accepted: 26 July 2003 / Published: 31 July 2003
Cited by 6 | PDF Full-text (208 KB) | HTML Full-text | XML Full-text
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 [...] 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
Open AccessArticle Microwave-Assisted Synthesis of Some 3,5-Arylated 2-Pyrazolines
Molecules 2003, 8(8), 642-648; doi:10.3390/80800642
Received: 21 February 2003 / Revised: 28 July 2003 / Accepted: 30 July 2003 / Published: 31 July 2003
Cited by 47 | PDF Full-text (88 KB) | HTML Full-text | XML Full-text
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 [...] 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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Open AccessCorrection Peter Karuso and Paul J. Scheuer, Natural Products from Three Nudibranchs: Nembrotha kubaryana, Hypselodoris infucata and Chromodoris petechialis, Molecules, 2002, 7, 1-6
Molecules 2003, 8(8), 607; doi:10.3390/80800607
Published: 31 January 2002
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