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Molecules
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A Journey of Organic Chemistry in Spain
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A Journey of Organic Chemistry in Spain

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

Deadline for manuscript submissions: closed (31 March 2024) | Viewed by 3907

Special Issue Editors

Dr. José C. González-Gómez

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Guest Editor
Departamento de Química Orgánica, Facultad de Ciencias and Instituto de Síntesis Orgánica (ISO), Universidad de Alicante, Apdo. 99, 03080 Alicante, Spain
Interests: organic synthesis; sustainable chemistry; stereoselective; photocatalysis; organic electrochemistry
Special Issues, Collections and Topics in MDPI journals
Dr. Julio A. Seijas Vázquez

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Guest Editor
Departamento de Química Orgánica, Universidad de Santiago de Compostela, Facultad de Ciencias-Campus de Lugo, Alfonso X el Sabio, 27002 Lugo, Spain
Interests: synthesis of compounds with biologic activity; synthesis of compounds with interest for agro-food field; solation, structural determination and synthesis of natural products; microwave organic reactions enhancement
Special Issues, Collections and Topics in MDPI journals
Dr. Alejandro Baeza Carratalá

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Guest Editor
Organic Chemistry Department and Instituto de Síntesis Orgánica, Universitat d’Alacant, 03690 Alicante, Spain
Interests: asymmetric catalysis; green chemistry; organocatalysis; metal catalysis
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

It is our pleasure to announce a new Special Issue entitled “A Journey of Organic Chemistry in Spain”. We intend for this Special Issue to act as a forum for the dissemination of cutting-edge developments among Spanish organic chemists, as well as other innovative ideas in the field. We will focus, among other things, on the following topics: (a) the synthesis of bioactive compounds, including natural products; (b) the synthesis and application of organic compounds in material science; (c) the development of sustainable protocols in organic synthesis; and (d) the study of organic reaction mechanisms. We would like to emphasize the current trends of organic chemistry in Spain, but also possible future directions.

Dr. José C. González-Gómez
Dr. Julio A. Seijas Vázquez
Dr. Alejandro Baeza Carratalá
Guest Editors

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2700 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • natural products
  • synthetic bioactive compounds
  • organic compounds in material science
  • green organic synthesis
  • organic reaction mechanisms

Published Papers (3 papers)

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Research

17 pages, 1785 KiB  
Article
Phosphine Catalyzed Michael-Type Additions: The Synthesis of Glutamic Acid Derivatives from Arylidene-α-amino Esters
by Lesly V. Rodríguez-Flórez, María González-Marcos, Eduardo García-Mingüens, María de Gracia Retamosa, Misa Kawase, Elisabet Selva and José M. Sansano
Molecules 2024, 29(2), 342; https://0-doi-org.brum.beds.ac.uk/10.3390/molecules29020342 - 10 Jan 2024
Viewed by 702
Abstract
The reaction of arylidene-α-amino esters with electrophilic alkenes to yield Michael-type addition compounds is optimized using several phosphines as organocatalysts. The transformation is very complicated due to the generation of several final compounds, including those derived from the 1,3-dipolar cycloadditions. For [...] Read more.
The reaction of arylidene-α-amino esters with electrophilic alkenes to yield Michael-type addition compounds is optimized using several phosphines as organocatalysts. The transformation is very complicated due to the generation of several final compounds, including those derived from the 1,3-dipolar cycloadditions. For this reason, the selection of the reaction conditions is a very complex task and the slow addition of the acrylic system is very important to complete the process. The study of the variation in the structural components of the starting imino ester is performed as well as the expansion of other electron-poor alkenes. The crude products have a purity higher than 90% in most cases without any purification. A plausible mechanism is detailed based on the bibliography and the experimental results. The synthesis of pyroglutamate entities, after the reduction of the imino group and cyclization, is performed in high yields. In addition, the hydrolysis of the imino group, under acidic media, represents a direct access to glutamate surrogates. Full article
(This article belongs to the Special Issue A Journey of Organic Chemistry in Spain)
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11 pages, 3160 KiB  
Article
Synthesis of Chalcones: An Improved High-Yield and Substituent-Independent Protocol for an Old Structure
by Ana Donaire-Arias, Martin L. Poulsen, Jaime Ramón-Costa, Ana Maria Montagut, Roger Estrada-Tejedor and José I. Borrell
Molecules 2023, 28(22), 7576; https://0-doi-org.brum.beds.ac.uk/10.3390/molecules28227576 - 14 Nov 2023
Viewed by 1456
Abstract
Chalcones are a type of molecule that can be considered as easily synthesizable through aldol condensation or that can be readily purchased from habitual commercial vendors. However, on reviewing the literature, one realizes that there are no standard procedures for such aldol condensations, [...] Read more.
Chalcones are a type of molecule that can be considered as easily synthesizable through aldol condensation or that can be readily purchased from habitual commercial vendors. However, on reviewing the literature, one realizes that there are no standard procedures for such aldol condensations, that there exists a wide range of alternative methods for the aldol condensation (indicating that such a condensation is not always simple), and that, in many cases, low yields are obtained that involve purifications by recrystallization or column chromatography. To develop a robust standard protocol independent of the nature of the substituents present on the acetophenone or the benzaldehyde involved in the aldol condensation leading to the chalcone, we made a comparison between an aldol condensation in KOH/EtOH and a Wittig reaction between the corresponding ylide and benzaldehyde in water. We describe an improved procedure for the Wittig reaction and a protocol for the elimination of the Ph3P=O byproduct (and the excess of ylide used) by filtration of the crude reaction product through a silica gel plug. We thus demonstrate that such an improved procedure can be a general method for the synthesis of chalcones in high yield and excellent purity and is clearly an improvement on the classical aldol condensation. Full article
(This article belongs to the Special Issue A Journey of Organic Chemistry in Spain)
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16 pages, 2631 KiB  
Article
Stereoselective Synthesis of 1-Substituted Homotropanones, including Natural Alkaloid (−)-Adaline
by Sandra Hernández-Ibáñez, Ana Sirvent, Miguel Yus and Francisco Foubelo
Molecules 2023, 28(5), 2414; https://0-doi-org.brum.beds.ac.uk/10.3390/molecules28052414 - 06 Mar 2023
Cited by 1 | Viewed by 1334
Abstract
The stereocontrolled synthesis of 1-substituted homotropanones, using chiral N-tert-butanesulfinyl imines as reaction intermediates, is described. The reaction of organolithium and Grignard reagents with hydroxy Weinreb amides, chemoselective N-tert-butanesulfinyl aldimine formation from keto aldehydes, decarboxylative Mannich reaction with [...] Read more.
The stereocontrolled synthesis of 1-substituted homotropanones, using chiral N-tert-butanesulfinyl imines as reaction intermediates, is described. The reaction of organolithium and Grignard reagents with hydroxy Weinreb amides, chemoselective N-tert-butanesulfinyl aldimine formation from keto aldehydes, decarboxylative Mannich reaction with β-keto acids of these aldimines, and organocatalyzed L-proline intramolecular Mannich cyclization are key steps of this methodology. The utility of the method was demonstrated with a synthesis of the natural product (−)-adaline, and its enantiomer, (+)-adaline. Full article
(This article belongs to the Special Issue A Journey of Organic Chemistry in Spain)
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