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Molecules, Volume 5, Issue 2 (February 2000), Pages 99-199, Articles M134-M143

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Research

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Open AccessArticle Novel Coumarin Derivatives with Expected Biological Activity
Molecules 2000, 5(2), 99-113; doi:10.3390/50200099
Received: 13 August 1999 / Accepted: 20 October 1999 / Published: 16 February 2000
Cited by 78 | PDF Full-text (101 KB)
Abstract A number of novel 3-bromo-4-methyl-7-methoxy-8-amino substituted coumarins and 2-substituted 7-bromo-6-methyl-8H-pyrano-benzimidazoles, benzoxazoles and/or benzoxazine-8-ones were synthesized for the purpose of pharmacological evaluation. Some representative compounds showed antitumor activity in vitro on Ehrlich ascites carcinoma in the preliminary testing. Full article
Open AccessArticle An Improved Synthesis of 3b-Acetoxy-lanost-8-en-24-one (24-Ketolanosteryl Acetate)
Molecules 2000, 5(2), 114-117; doi:10.3390/50200114
Received: 29 November 1999 / Accepted: 10 January 2000 / Published: 11 February 2000
Cited by 2 | PDF Full-text (30 KB) | Retraction
Abstract The oxidation of a borane intermediate by PFC provides a convenient synthesis of 24-ketolanosteryl acetate. Full article
Open AccessArticle NaY Zeolite: A Useful Catalyst for Nitrile Hydrolysis
Molecules 2000, 5(2), 118-126; doi:10.3390/50200118
Received: 2 August 1999 / Accepted: 31 December 1999 / Published: 12 February 2000
Cited by 9 | PDF Full-text (51 KB)
Abstract The NaY zeolite catalysed hydrolysis of nitriles to primary amides is reported. It is found that aryl nitriles with strong electron-withdrawing substituents and cyanopyridines are readily hydrolysed in the water suspension, while aliphatic nitriles do not react. Full article
Open AccessArticle Unexpected Thorpe Reaction of an α-Alkoxynitrile
Molecules 2000, 5(2), 127-131; doi:10.3390/50200127
Received: 19 January 2000 / Accepted: 14 February 2000 / Published: 17 February 2000
Cited by 3 | PDF Full-text (26 KB)
Abstract
α-Alkoxynitrile 1 in the presence of tris(methylthio)methyllithium 2 at –78ºC gave the dimer 5 instead of the expected C1-elongated product 3. The formation of compound 5 is explained in terms of anion formation and self-condensation, a variant of the Thorpe reaction.
[...] Read more.
α-Alkoxynitrile 1 in the presence of tris(methylthio)methyllithium 2 at –78ºC gave the dimer 5 instead of the expected C1-elongated product 3. The formation of compound 5 is explained in terms of anion formation and self-condensation, a variant of the Thorpe reaction. Scrutinizing the 1H NMR spectra revealed that the enamine tautomer 5b is predominant over the imine 5a in the solvents investigated. Full article
Open AccessArticle 1,3-Dipolar Cycloadditions of N-Benzyl Furfuryl Nitrones with Electron-rich Alkenes
Molecules 2000, 5(2), 132-152; doi:10.3390/50200132
Received: 25 January 2000 / Accepted: 14 February 2000 / Published: 18 February 2000
Cited by 5 | PDF Full-text (369 KB)
Abstract The 1,3-dipolar cycloaddition reaction of N-benzyl-C-(2-furyl)nitrones with electron-rich alkenes gives preferentially trans-substituted 3,5-disubstituted isoxazolidines (endo approach). These experimental results are in good qualitative agreement with the predicted ones by semiempirical (AM1 and PM3) and ab initio (HF/3-21G) methods. Full article
Open AccessArticle Synthesis of 4-O-Methylcedrusin. Selective Protection of Catechols with Diphenyl Carbonate
Molecules 2000, 5(2), 153-161; doi:10.3390/50200153
Received: 1 November 1999 / Accepted: 19 January 2000 / Published: 18 February 2000
Cited by 7 | PDF Full-text (51 KB)
Abstract
4-O-Methylcedrusin, a minor component in ‘sangre de drago’, has been synthesized using a strategy of successive protection and deprotection reactions under very mild conditions. The key step of this synthesis is a selective protection of a catechol group as a cyclic carbonate in
[...] Read more.
4-O-Methylcedrusin, a minor component in ‘sangre de drago’, has been synthesized using a strategy of successive protection and deprotection reactions under very mild conditions. The key step of this synthesis is a selective protection of a catechol group as a cyclic carbonate in the presence of an isolated phenol group. Full article
Open AccessArticle Diels-Alder Cycloaddition of Cyclopentadiene to a Bis-naphthoquinone
Molecules 2000, 5(2), 162-166; doi:10.3390/50200162
Received: 21 January 2000 / Accepted: 14 February 2000 / Published: 19 February 2000
PDF Full-text (34 KB)
Abstract Addition of cyclopentadiene to bis-naphthoquinone (1) afforded predominantly the endo-endo [4+2] cycloadduct (2). Full article
Open AccessArticle Effect of Microwave Irradiation on the Condensation of 6-Substituted 3-Formylchromones with Some Five-membered Heterocyclic Compounds
Molecules 2000, 5(2), 167-178; doi:10.3390/50200167
Received: 14 October 1999 / Published: 19 February 2000
Cited by 19 | PDF Full-text (76 KB)
Abstract
Different types of 3-substituted 4H-4-oxobenzopyrans were prepared by microwave irradiation as well as by a classical method. The beneficial effect of microwave irradiation on the aldol condensation of 3-formylchromones with 2-imino-1-methylimidazolidine-4-one (creatinine), 2-thioxoimidazolidine-4-one (thiohydantoin) and 2-ethyl-2-thioxothiazolidin-4-one (3-ethylrhodanine) in different reaction media
[...] Read more.
Different types of 3-substituted 4H-4-oxobenzopyrans were prepared by microwave irradiation as well as by a classical method. The beneficial effect of microwave irradiation on the aldol condensation of 3-formylchromones with 2-imino-1-methylimidazolidine-4-one (creatinine), 2-thioxoimidazolidine-4-one (thiohydantoin) and 2-ethyl-2-thioxothiazolidin-4-one (3-ethylrhodanine) in different reaction media is described. Our results show that the effect of microwave irradiation on the reactions studied was a shortening of the reaction times and a smooth increase in the yields. The subsequent reactions of the product with some nucleophiles are discussed. The structure of the products was proven by elemental analysis, IR and NMR spectra. Full article
Open AccessArticle Synthesis of the Formal Diels-Alder Adducts of N-substituted Dehydromaleimides and Anthracene
Molecules 2000, 5(2), 179-188; doi:10.3390/50200179
Received: 12 January 2000 / Accepted: 14 February 2000 / Published: 21 February 2000
Cited by 9 | PDF Full-text (72 KB)
Abstract A new class of roof-shaped dibenzobarrelenemaleimide derivatives was prepared by the condensation of a bridged maleic anhydride with amines. A para-substituted bifunctional derivative was proven to be a 1:2 complex with acetone by an X-ray crystallographic study. Full article
Open AccessArticle Synthesis of N-(2-Cyanophenyl)chloromethanimidoyl Chloride
Molecules 2000, 5(2), 189-194; doi:10.3390/50200189
Received: 9 December 1999 / Accepted: 5 January 2000 / Published: 24 February 2000
Cited by 22 | PDF Full-text (36 KB)
Abstract
N-(2-Cyanophenyl)chloromethanimidoyl chloride (3) was prepared from 2-isothiocyanatobenzonitrile by the reaction with sulfuryl chloride or gaseous chlorine in an inert solvent. It was found that N-(2-cyanophenyl)chloromethanimidothioic chloride (2) and bis[N-(cyanophenyl)chloromethanimidoyl] sulfide (7) are intermediates of this reaction. The chloride 3 was obtained also by
[...] Read more.
N-(2-Cyanophenyl)chloromethanimidoyl chloride (3) was prepared from 2-isothiocyanatobenzonitrile by the reaction with sulfuryl chloride or gaseous chlorine in an inert solvent. It was found that N-(2-cyanophenyl)chloromethanimidothioic chloride (2) and bis[N-(cyanophenyl)chloromethanimidoyl] sulfide (7) are intermediates of this reaction. The chloride 3 was obtained also by a three-component one-pot reaction of N-(2-cyanophenyl)-formamide in the present of thionyl chloride and sulfuryl chloride. (2-Cyanophenyl)-(1-{[(2-cyanophenyl)-imino]methoxy}methylidene)ammonium chloride (6) was detected as a by-product of this reaction. Identity of all reaction products was confirmed by GC-MS, FTIR, 1H and 13C NMR spectroscopy. Full article

Other

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Open AccessShort Note (6bR*,9aR*)-6-(2-Benzyloxy-1-oxoethyl)-6b,9a-dihydro-5-hydroxy- 4-methoxyfuro[3,2-b]naphtho[2,1-d]furan-8(9H)-one
Molecules 2000, 5(2), M134; doi:10.3390/M134
Received: 20 January 2000 / Accepted: 2 February 2000 / Published: 23 February 2000
PDF Full-text (93 KB) | Supplementary Files
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 3-[5-(tert-Butyldimethylsilyloxy)-3-p-nitrobenzoyl-1-oxo- 2-(phenylmethoxy)hexyl]-4-(phenylmethyl)-2-oxazolidinone
Molecules 2000, 5(2), M135; doi:10.3390/M135
Received: 20 January 2000 / Accepted: 2 February 2000 / Published: 23 February 2000
PDF Full-text (93 KB) | Supplementary Files
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 3-[5-(tert-Butyldimethylsilyloxy)-3-(3,5-dinitrobenzoyl)-1-oxo- 2-(phenylmethoxy)hexyl]-4-(phenylmethyl)-2-oxazolidinone
Molecules 2000, 5(2), M136; doi:10.3390/M136
Received: 20 January 2000 / Accepted: 2 February 2000 / Published: 23 February 2000
PDF Full-text (93 KB) | Supplementary Files
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note (4R,2'R,3'R,5'R)-3-[5-(tert-Butyldimethylsilyloxy)-1-oxo- 2,3-bis(phenylmethoxy)hexyl]-4-(phenylmethyl)-2-oxazolidinone
Molecules 2000, 5(2), M137; doi:10.3390/M137
Received: 20 January 2000 / Accepted: 2 February 2000 / Published: 23 February 2000
PDF Full-text (92 KB) | Supplementary Files
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note (4R,2'R,3'R,5'R)-3-[3,5-Bis(tert-butyldimethylsilyloxy)-1-oxo- 2-(phenylmethoxy)hexyl]-4-(phenylmethyl)-2-oxazolidinone
Molecules 2000, 5(2), M138; doi:10.3390/M138
Received: 20 January 2000 / Accepted: 2 February 2000 / Published: 23 February 2000
PDF Full-text (94 KB) | Supplementary Files
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note (4R)-1'-Acetyl-2,3-O-isopropylidene-methylspiro [4,6-dideoxy-ß-D-ribo-hexopyranosid-4,5'-imidazolidin]-2',4'-dione
Molecules 2000, 5(2), M140; doi:10.3390/M140
Received: 17 January 2000 / Accepted: 7 February 2000 / Published: 23 February 2000
Cited by 1 | PDF Full-text (97 KB) | Supplementary Files
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 3-Benzyl-4-(N-benzylcarbamoylmethyl)-2-(3-pyridyl)-1,3-oxazolidine
Molecules 2000, 5(2), M141; doi:10.3390/M141
Received: 1 February 2000 / Accepted: 8 February 2000 / Published: 23 February 2000
PDF Full-text (89 KB) | Supplementary Files
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 4-(5-Methyl-2-furfuryl)iden-2-furfurylaminobutanolide
Molecules 2000, 5(2), M142; doi:10.3390/M142
Received: 1 February 2000 / Accepted: 7 February 2000 / Published: 23 February 2000
PDF Full-text (91 KB) | Supplementary Files
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note Ethyl 2-(n-Butylamino)-7-hydroxy-5-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate
Molecules 2000, 5(2), M143; doi:10.3390/M143
Received: 20 January 2000 / Accepted: 8 February 2000 / Published: 23 February 2000
PDF Full-text (22 KB) | Supplementary Files
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessBook Review Templated Organic Synthesis. Edited by F. Diederich (diederich@org.chem.ethz.ch) and Peter J. Stang (stang@chemistry.chem.utah.edu). Wiley-VCH: Weinheim. 1999. XX+411 pp. 268 DM. ISBN 3-527-29666-2
Molecules 2000, 5(2), 195-197; doi:10.3390/50200195
Received: 29 December 1999 / Published: 25 February 2000
PDF Full-text (12 KB)
Open AccessBook Review Combinatorial Chemistry. Synthesis, Analysis, Screening. Edited by Günther Jung (guenther.jung@uni-tuebingen.de). Wiley-VCH: Weinheim. 1999. XXXII+602 pp. 268 DM. ISBN 3-527-29869-X
Molecules 2000, 5(2), 198-199; doi:10.3390/50200198
Received: 29 December 1999 / Published: 23 February 2000
PDF Full-text (8 KB)

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