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Special Issue "ECSOC-11"

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A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Synthesis".

Deadline for manuscript submissions: closed (28 February 2008)

Special Issue Editor

Guest Editor
Dr. Julio A. Seijas Vázquez (Website)

Departamento de Química Orgánica, Universidad de Santiago de Compostela, Facultad de Ciencias-Campus de Lugo, Alfonso X el Sabio, 27002 Lugo, Spain
Phone: +34 982824062
Fax: +34 982 285 872
Interests: synthesis of compounds with biologic activity; synthesis of compounds with interest for agro-food field; solation, estructural determination and synthesis of natural products; microwave organic reactions enhancement

Special Issue Information

This will be the 11th meeting of ECSOC since 1997. All accepted papers will be posted as websites during 1–30 November 2007. Discussions in the form of e-mail exchanges or bulletin boards will be possible. The ECSOC-11 Proceedings will be published later online and as a CD-ROM edition. Posters presented at ECSOC-11 may be considered as preliminary communications of research results (or review papers) and may be published in another form later in any standard journal. At the authors discretion, contributions will be removed from the web-site after the end of the conference and not included in the online and CD-ROM ECSOC-11 Proceedings as a book (ISBN: 3-906980-19-7, to be published at the end of conference).
Authors are invited to publish their papers subsequently in Molecules (http://www.mdpi.org/molecules)

We accept only those papers presented at ECSOC-11 for consideration and publication in this special issue. An invitation was sent to the mailing list of ECSOC-11 on 3 December 2007.

It is fine to publish the same paper as presented at ECSOC-11. It is a normal practice to publish papers in a journal after presenting at a conference. However, if possible, please add as much as possible more data and experimental details. We would like to publish long papers, as a policy which can be found in the Editorial of Molecules at http://www.mdpi.org/molecules/edito96.htm. All papers will be peer-reviewed.

Deadline for article submission:
28 February 2008 (Papers can be continuously submitted, processed and if accepted, continuously published).

Published Papers (5 papers)

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Research

Open AccessArticle Synthesis and Characterization of (Z)-5-Arylmethylidene-rhodanines with Photosynthesis-Inhibiting Properties
Molecules 2011, 16(6), 5207-5227; doi:10.3390/molecules16065207
Received: 16 May 2011 / Revised: 15 June 2011 / Accepted: 21 June 2011 / Published: 22 June 2011
Cited by 7 | PDF Full-text (219 KB)
Abstract
A series of rhodanine derivatives was prepared. The synthetic approach, analytical and spectroscopic data of all synthesized compounds are presented. Lipophilicity of all the discussed rhodanine derivatives was analyzed using the RP-HPLC method. The compounds were tested for their ability to inhibit [...] Read more.
A series of rhodanine derivatives was prepared. The synthetic approach, analytical and spectroscopic data of all synthesized compounds are presented. Lipophilicity of all the discussed rhodanine derivatives was analyzed using the RP-HPLC method. The compounds were tested for their ability to inhibit photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts and reduce chlorophyll content in freshwater alga Chlorella vulgaris. Structure-activity relationships between the chemical structure, physical properties and biological activities of the evaluated compounds are discussed. For majority of the tested compounds the lipophilicity of the compound and not electronic properties of the R1 substituent were decisive for PET-inhibiting activity. The most potent PET inhibitor was (5Z)-5-(4-bromobenzylidene)-2-thioxo-1,3-thiazolidin-4-one (IC50 = 3.0 μmol/L) and the highest antialgal activity was exhibited by (5Z)-5-(4-chlorobenzylidene)-2-thioxo-1,3-thiazolidin-4-one (IC50 = 1.3 μmol/L). Full article
(This article belongs to the Special Issue ECSOC-11)
Open AccessArticle The Synthesis of Unsubstituted Cyclic Imides Using Hydroxylamine under Microwave Irradiation
Molecules 2008, 13(1), 157-169; doi:10.3390/molecules13010157
Received: 26 December 2007 / Revised: 21 January 2008 / Accepted: 22 January 2008 / Published: 25 January 2008
Cited by 11 | PDF Full-text (89 KB) | HTML Full-text | XML Full-text
Abstract
Unsubstituted cyclic imides were synthesized from a series of cyclic anhydrides,hydroxylamine hydrochloride (NH2OH·HCl), and 4-N,N-dimethylamino-pyridine (DMAP,base catalyst) under microwave irradiation in monomode and multimode microwaves. Thisnovel microwave synthesis produced high yields of the unsubstituted cyclic imides forboth the monomode (61 - 81%) [...] Read more.
Unsubstituted cyclic imides were synthesized from a series of cyclic anhydrides,hydroxylamine hydrochloride (NH2OH·HCl), and 4-N,N-dimethylamino-pyridine (DMAP,base catalyst) under microwave irradiation in monomode and multimode microwaves. Thisnovel microwave synthesis produced high yields of the unsubstituted cyclic imides forboth the monomode (61 - 81%) and multimode (84 - 97%) microwaves. Full article
(This article belongs to the Special Issue ECSOC-11)
Open AccessArticle Substitutions of Fluorine Atoms and Phenoxy Groups in the Synthesis of Quinoxaline 1,4-di-N-oxide Derivatives
Molecules 2008, 13(1), 86-95; doi:10.3390/molecules13010086
Received: 18 December 2007 / Revised: 16 January 2008 / Accepted: 16 January 2008 / Published: 18 January 2008
Cited by 6 | PDF Full-text (72 KB) | HTML Full-text | XML Full-text
Abstract
The unexpected substitution of fluorine atoms and phenoxy groups attached toquinoxaline or benzofuroxan rings is described. The synthesis of 2-benzyl- and 2-phenoxy-3-methylquinoxaline 1,4-di-N-oxide derivatives was based on the classical Beirut reaction.The tendency of fluorine atoms linked to quinoxaline or benzofuroxan rings to [...] Read more.
The unexpected substitution of fluorine atoms and phenoxy groups attached toquinoxaline or benzofuroxan rings is described. The synthesis of 2-benzyl- and 2-phenoxy-3-methylquinoxaline 1,4-di-N-oxide derivatives was based on the classical Beirut reaction.The tendency of fluorine atoms linked to quinoxaline or benzofuroxan rings to be replacedby a methoxy group when dissolved in an ammonia saturated solution of methanol wasclearly demonstrated. In addition, 2-phenoxyquinoxaline 1,4-di-N-oxide derivativesbecame 2-aminoquinoxaline 1,4-di-N-oxide derivatives in the presence of gaseousammonia. Full article
(This article belongs to the Special Issue ECSOC-11)
Open AccessArticle Synthesis and Antiplasmodial Activity of 3-Furyl and 3-Thienylquinoxaline-2-carbonitrile 1,4-Di-N-oxide Derivatives
Molecules 2008, 13(1), 69-77; doi:10.3390/molecules13010069
Received: 18 December 2007 / Accepted: 11 January 2008 / Published: 17 January 2008
Cited by 21 | PDF Full-text (69 KB) | HTML Full-text | XML Full-text
Abstract
The aim of this study was to identify new compounds active againstPlasmodium falciparum based on our previous research carried out on 3-phenylquinoxaline-2-carbonitrile 1,4-di-N-oxide derivatives. Twelve compounds weresynthesized and evaluated for antimalarial activity. Eight of them showed an IC50 less than 1 [...] Read more.
The aim of this study was to identify new compounds active againstPlasmodium falciparum based on our previous research carried out on 3-phenylquinoxaline-2-carbonitrile 1,4-di-N-oxide derivatives. Twelve compounds weresynthesized and evaluated for antimalarial activity. Eight of them showed an IC50 less than 1 μMagainst the 3D7 strain. Derivative 1 demonstrated high potency (IC50= 0.63 μM) and goodselectivity (SI=10.35), thereby becoming a new lead-compound. Full article
(This article belongs to the Special Issue ECSOC-11)
Open AccessArticle Unexpected Reduction of Ethyl 3-Phenylquinoxaline-2- carboxylate 1,4-Di-N-oxide Derivatives by Amines
Molecules 2008, 13(1), 78-85; doi:10.3390/molecules13010078
Received: 21 December 2007 / Revised: 16 January 2008 / Accepted: 16 January 2008 / Published: 17 January 2008
Cited by 6 | PDF Full-text (55 KB) | HTML Full-text | XML Full-text
Abstract
The unexpected tendency of amines and functionalized hydrazines to reduceethyl 3-phenylquinoxaline-2-carboxylate 1,4-di-N-oxide (1) to afford a quinoxaline 1c andmono-oxide quinoxalines 1a and 1b is described. The experimental conditions werestandardized to the use of two equivalents of amine in ethanol under reflux for [...] Read more.
The unexpected tendency of amines and functionalized hydrazines to reduceethyl 3-phenylquinoxaline-2-carboxylate 1,4-di-N-oxide (1) to afford a quinoxaline 1c andmono-oxide quinoxalines 1a and 1b is described. The experimental conditions werestandardized to the use of two equivalents of amine in ethanol under reflux for two hours,with the aim of studying the distinct reductive profiles of the amines and thechemoselectivity of the process. With the exception of hydrazine hydrate, which reducedcompound 1 to a 3-phenyl-2-quinoxalinecarbohydrazide derivative, the amines only actedas reducing agents. Full article
(This article belongs to the Special Issue ECSOC-11)

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