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Feature Review Papers in Organic Synthesis

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

Deadline for manuscript submissions: closed (30 October 2021) | Viewed by 42669

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Guest Editor
Department of Organic Chemistry, Faculty of Sciences, and Institute of Organic Synthesis (ISO), University of Alicante, P.O. Box 99, 03080 Alicante, Spain
Interests: asymmetric synthesis; organocatalysis; solid-supported reagents; palladium-catalyzed reactions
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Special Issue Information

Dear Colleagues,

The journal Molecules intends to set up a Special Issue on “Review Papers in Organic Synthesis” dedicated to all aspects of organic synthesis. As the editors of the Special Issue, we are welcoming proposals for review articles covering all fundamental and application aspects in the field of Organic Synthesis (synthesis; catalysis; methods development; application, theoretical, computational, and mechanistic studies; future perspectives, etc.).

Distinguished researchers from all over the world are invited to contribute to this issue. In order to avoid overlapping of topics, potential contributors/invited authors are kindly requested to submit to the editors a tentative article title and a 1–2 page description/table of contents for pre-evaluation.

Prof. Dr. Rafael Chinchilla
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.

Published Papers (11 papers)

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Editorial

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2 pages, 173 KiB  
Editorial
Special Issue “Feature Review Papers in Organic Synthesis”
by Rafael Chinchilla
Molecules 2022, 27(3), 825; https://doi.org/10.3390/molecules27030825 - 26 Jan 2022
Viewed by 1674
Abstract
Organic synthesis allows scientists to construct and modify organic compounds using a continuously growing arsenal of reactions and methodologies [...] Full article
(This article belongs to the Special Issue Feature Review Papers in Organic Synthesis)

Review

Jump to: Editorial

49 pages, 24285 KiB  
Review
Visible Light-Induced Aerobic Oxidative Dehydrogenation of C–N/C–O to C=N/C=O Bonds Using Metal-Free Photocatalysts: Recent Developments
by Alejandro Torregrosa-Chinillach and Rafael Chinchilla
Molecules 2022, 27(2), 497; https://doi.org/10.3390/molecules27020497 - 13 Jan 2022
Cited by 12 | Viewed by 4467
Abstract
Performing synthetic transformation using visible light as energy source, in the presence of a photocatalyst as a promoter, is currently of high interest, and oxidation reactions carried out under these conditions using oxygen as the final oxidant are particularly convenient from an environmental [...] Read more.
Performing synthetic transformation using visible light as energy source, in the presence of a photocatalyst as a promoter, is currently of high interest, and oxidation reactions carried out under these conditions using oxygen as the final oxidant are particularly convenient from an environmental point of view. This review summarizes the recent developments achieved in the oxidative dehydrogenation of C–N and C–O bonds, leading to C=N and C=O bonds, respectively, using air or pure oxygen as oxidant and metal-free homogeneous or recyclable heterogeneous photocatalysts under visible light irradiation. Full article
(This article belongs to the Special Issue Feature Review Papers in Organic Synthesis)
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20 pages, 3802 KiB  
Review
Insight into Biomass Upgrade: A Review on Hydrogenation of 5-Hydroxymethylfurfural (HMF) to 2,5-Dimethylfuran (DMF)
by Nor Azam Endot, Ramli Junid and Mohamad Shazwan Shah Jamil
Molecules 2021, 26(22), 6848; https://doi.org/10.3390/molecules26226848 - 13 Nov 2021
Cited by 14 | Viewed by 3878
Abstract
Recent developments in the transformation of biobased 5-hydroxymethylfurfural (HMF) into a potential liquid fuel, 2,5-dimethylfuran (DMF), are summarised. This review focuses briefly on the history of HMF conversion to DMF in terms of the feedstock used and emphasises the ideal requirements in terms [...] Read more.
Recent developments in the transformation of biobased 5-hydroxymethylfurfural (HMF) into a potential liquid fuel, 2,5-dimethylfuran (DMF), are summarised. This review focuses briefly on the history of HMF conversion to DMF in terms of the feedstock used and emphasises the ideal requirements in terms of the catalytic properties needed in HMF transformation into DMF. The recent state of the art and works on HMF transformation into DMF are discussed in comparison to noble metals and non-noble metals as well as bimetallic catalysts. The effect of the support used and the reaction conditions are also discussed. The recommendations for future work and challenges faced are specified. Full article
(This article belongs to the Special Issue Feature Review Papers in Organic Synthesis)
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25 pages, 5748 KiB  
Review
Total Syntheses of Pladienolide-Derived Spliceosome Modulators
by Jaehoon Sim, Eunbin Jang, Hyun Jin Kim and Hongjun Jeon
Molecules 2021, 26(19), 5938; https://doi.org/10.3390/molecules26195938 - 30 Sep 2021
Cited by 2 | Viewed by 2779
Abstract
Pladienolides, an emerging class of naturally occurring spliceosome modulators, exhibit interesting structural features, such as highly substituted 12-membered macrocycles and epoxide-containing diene side chains. The potential of pladienolides as anti-cancer agents is confirmed by H3B-8800, a synthetic analog of this natural product class, [...] Read more.
Pladienolides, an emerging class of naturally occurring spliceosome modulators, exhibit interesting structural features, such as highly substituted 12-membered macrocycles and epoxide-containing diene side chains. The potential of pladienolides as anti-cancer agents is confirmed by H3B-8800, a synthetic analog of this natural product class, which is currently under Phase I clinical trials. Since its isolation in 2004 and the first total synthesis in 2007, a dozen total syntheses and synthetic approaches toward the pladienolide class have been reported to date. This review focuses on the eight completed total syntheses of naturally occurring pladienolides or their synthetic analogs, in addition to a synthetic approach to the main framework of the natural product. Full article
(This article belongs to the Special Issue Feature Review Papers in Organic Synthesis)
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24 pages, 10406 KiB  
Review
Heterocyclic Chemistry Applied to the Design of N-Acyl Homoserine Lactone Analogues as Bacterial Quorum Sensing Signals Mimics
by Qiang Zhang, Sizhe Li, Maha Hachicha, Mohamed Boukraa, Laurent Soulère, Mohamed L. Efrit and Yves Queneau
Molecules 2021, 26(17), 5135; https://doi.org/10.3390/molecules26175135 - 24 Aug 2021
Cited by 8 | Viewed by 2810
Abstract
N-acyl homoserine lactones (AHLs) are small signaling molecules used by many Gram-negative bacteria for coordinating their behavior as a function of their population density. This process, based on the biosynthesis and the sensing of such molecular signals, and referred to as Quorum [...] Read more.
N-acyl homoserine lactones (AHLs) are small signaling molecules used by many Gram-negative bacteria for coordinating their behavior as a function of their population density. This process, based on the biosynthesis and the sensing of such molecular signals, and referred to as Quorum Sensing (QS), regulates various gene expressions, including growth, virulence, biofilms formation, and toxin production. Considering the role of QS in bacterial pathogenicity, its modulation appears as a possible complementary approach in antibacterial strategies. Analogues and mimics of AHLs are therefore biologically relevant targets, including several families in which heterocyclic chemistry provides a strategic contribution in the molecular design and the synthetic approach. AHLs consist of three main sections, the homoserine lactone ring, the central amide group, and the side chain, which can vary in length and level of oxygenation. The purpose of this review is to summarize the contribution of heterocyclic chemistry in the design of AHLs analogues, insisting on the way heterocyclic building blocks can serve as replacements of the lactone moiety, as a bioisostere for the amide group, or as an additional pattern appended to the side chain. A few non-AHL-related heterocyclic compounds with AHL-like QS activity are also mentioned. Full article
(This article belongs to the Special Issue Feature Review Papers in Organic Synthesis)
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10 pages, 999 KiB  
Review
Fluorescent Immunoassays for Detection and Quantification of Cardiac Troponin I: A Short Review
by Remya Radha, Syeda Kiran Shahzadi and Mohammad Hussein Al-Sayah
Molecules 2021, 26(16), 4812; https://doi.org/10.3390/molecules26164812 - 09 Aug 2021
Cited by 19 | Viewed by 6483
Abstract
Cardiovascular diseases are considered one of the major causes of human death globally. Myocardial infarction (MI), characterized by a diminished flow of blood to the heart, presents the highest rate of morbidity and mortality among all other cardiovascular diseases. These fatal effects have [...] Read more.
Cardiovascular diseases are considered one of the major causes of human death globally. Myocardial infarction (MI), characterized by a diminished flow of blood to the heart, presents the highest rate of morbidity and mortality among all other cardiovascular diseases. These fatal effects have triggered the need for early diagnosis of appropriate biomarkers so that countermeasures can be taken. Cardiac troponin, the central key element of muscle regulation and contraction, is the most specific biomarker for cardiac injury and is considered the “gold standard”. Due to its high specificity, the measurement of cardiac troponin levels has become the predominant indicator of MI. Various forms of diagnostic methods have been developed so far, including chemiluminescence, fluorescence immunoassay, enzyme-linked immunosorbent assay, surface plasmon resonance, electrical detection, and colorimetric protein assays. However, fluorescence-based immunoassays are considered fast, accurate and most sensitive of all in the determination of cardiac troponins post-MI. This review represents the strategies, methods and levels of detection involved in the reported fluorescence-based immunoassays for the detection of cardiac troponin I. Full article
(This article belongs to the Special Issue Feature Review Papers in Organic Synthesis)
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26 pages, 11005 KiB  
Review
α-Functionally Substituted α,β-Unsaturated Aldehydes as Fine Chemicals Reagents: Synthesis and Application
by Ekaterina A. Verochkina, Nadezhda Victorovna Vchislo and Igor B. Rozentsveig
Molecules 2021, 26(14), 4297; https://doi.org/10.3390/molecules26144297 - 15 Jul 2021
Cited by 9 | Viewed by 3057
Abstract
α-Functionalized α,β-unsaturated aldehydes is an important class of compounds, which are widely used in fine organic synthesis, biology, medicine and pharmacology, chemical industry, and agriculture. Some of the 2-substituted 2-alkenals are found to be the key metabolites in plant and animal cells. Therefore, [...] Read more.
α-Functionalized α,β-unsaturated aldehydes is an important class of compounds, which are widely used in fine organic synthesis, biology, medicine and pharmacology, chemical industry, and agriculture. Some of the 2-substituted 2-alkenals are found to be the key metabolites in plant and animal cells. Therefore, the development of efficient methods for their synthesis attracts the attention of organic chemists. This review focusses on the recent advances in the synthesis of 2-functionally substituted 2-alkenals. The approaches to the preparation of α-alkyl α,β-unsaturated aldehydes are not included in this review. Full article
(This article belongs to the Special Issue Feature Review Papers in Organic Synthesis)
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57 pages, 26412 KiB  
Review
A Compendium of the Most Promising Synthesized Organic Compounds against Several Fusarium oxysporum Species: Synthesis, Antifungal Activity, and Perspectives
by Paola Borrego-Muñoz, Felipe Ospina and Diego Quiroga
Molecules 2021, 26(13), 3997; https://doi.org/10.3390/molecules26133997 - 30 Jun 2021
Cited by 8 | Viewed by 4409
Abstract
Vascular wilt caused by F. oxysporum (FOX) is one of the main limitations of producing several agricultural products worldwide, causing economic losses between 40% and 100%. Various methods have been developed to control this phytopathogen, such as the cultural, biological, and [...] Read more.
Vascular wilt caused by F. oxysporum (FOX) is one of the main limitations of producing several agricultural products worldwide, causing economic losses between 40% and 100%. Various methods have been developed to control this phytopathogen, such as the cultural, biological, and chemical controls, the latter being the most widely used in the agricultural sector. The treatment of this fungus through systemic fungicides, although practical, brings problems because the agrochemical agents used have shown mutagenic effects on the fungus, increasing the pathogen’s resistance. The design and the synthesis of novel synthetic antifungal agents used against FOX have been broadly studied in recent years. This review article presents a compendium of the synthetic methodologies during the last ten years as promissory, which can be used to afford novel and potential agrochemical agents. The revision is addressed from the structural core of the most active synthetic compounds against FOX. The synthetic methodologies implemented strategies based on cyclo condensation reactions, radical cyclization, electrocyclic closures, and carbon–carbon couplings by metal–organic catalysis. This revision contributes significantly to the organic chemistry, supplying novel alternatives for the use of more effective agrochemical agents against F. oxysporum. Full article
(This article belongs to the Special Issue Feature Review Papers in Organic Synthesis)
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41 pages, 11891 KiB  
Review
Asymmetric Synthesis of Tetrasubstituted α-Aminophosphonic Acid Derivatives
by Aitor Maestro, Xabier del Corte, Adrián López-Francés, Edorta Martínez de Marigorta, Francisco Palacios and Javier Vicario
Molecules 2021, 26(11), 3202; https://doi.org/10.3390/molecules26113202 - 27 May 2021
Cited by 14 | Viewed by 2899
Abstract
Due to their structural similarity with natural α-amino acids, α-aminophosphonic acid derivatives are known biologically active molecules. In view of the relevance of tetrasubstituted carbons in nature and medicine and the strong dependence of the biological activity of chiral molecules into their absolute [...] Read more.
Due to their structural similarity with natural α-amino acids, α-aminophosphonic acid derivatives are known biologically active molecules. In view of the relevance of tetrasubstituted carbons in nature and medicine and the strong dependence of the biological activity of chiral molecules into their absolute configuration, the synthesis of α-aminophosphonates bearing tetrasubstituted carbons in an asymmetric fashion has grown in interest in the past few decades. In the following lines, the existing literatures for the synthesis of optically active tetrasubstituted α-aminophosphonates are summarized, comprising diastereoselective and enantioselective approaches. Full article
(This article belongs to the Special Issue Feature Review Papers in Organic Synthesis)
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21 pages, 1435 KiB  
Review
Recommended Tests for the Self-Disproportionation of Enantiomers (SDE) to Ensure Accurate Reporting of the Stereochemical Outcome of Enantioselective Reactions
by Jianlin Han, Alicja Wzorek, Karel D. Klika and Vadim A. Soloshonok
Molecules 2021, 26(9), 2757; https://doi.org/10.3390/molecules26092757 - 07 May 2021
Cited by 20 | Viewed by 2370
Abstract
The purpose of this review is to highlight the necessity of conducting tests to gauge the magnitude of the self-disproportionation of enantiomers (SDE) phenomenon to ensure the veracity of reported enantiomeric excess (ee) values for scalemic samples obtained from enantioselective reactions, natural products [...] Read more.
The purpose of this review is to highlight the necessity of conducting tests to gauge the magnitude of the self-disproportionation of enantiomers (SDE) phenomenon to ensure the veracity of reported enantiomeric excess (ee) values for scalemic samples obtained from enantioselective reactions, natural products isolation, etc. The SDE always occurs to some degree whenever any scalemic sample is subjected to physicochemical processes concomitant with the fractionation of the sample, thus leading to erroneous reporting of the true ee of the sample if due care is not taken to either preclude the effects of the SDE by measurement of the ee prior to the application of physicochemical processes, suppressing the SDE, or evaluating all obtained fractions of the sample. Or even avoiding fractionation altogether if possible. There is a clear necessity to conduct tests to assess the magnitude of the SDE for the processes applied to samples and the updated and improved recommendations described herein cover chromatography and processes involving gas-phase transformations such as evaporation or sublimation. Full article
(This article belongs to the Special Issue Feature Review Papers in Organic Synthesis)
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35 pages, 12965 KiB  
Review
Modern Approaches to the Synthesis and Transformations of Practically Valuable Benzothiazole Derivatives
by Larisa V. Zhilitskaya, Bagrat A. Shainyan and Nina O. Yarosh
Molecules 2021, 26(8), 2190; https://doi.org/10.3390/molecules26082190 - 10 Apr 2021
Cited by 25 | Viewed by 5861
Abstract
The review is devoted to modern trends in the chemistry of 2-amino and 2-mercapto substituted benzothiazoles covering the literature since 2015. The reviewed heterocycles belong to biologically active and industrially demanded compounds. Newly developed synthesis methods can be divided into conventional multistep processes [...] Read more.
The review is devoted to modern trends in the chemistry of 2-amino and 2-mercapto substituted benzothiazoles covering the literature since 2015. The reviewed heterocycles belong to biologically active and industrially demanded compounds. Newly developed synthesis methods can be divided into conventional multistep processes and one-pot, atom economy procedures, realized using green chemistry principles and simple reagents. The easy functionalization of the 2-NH2 and 2-SH groups and the benzene ring of the benzothiazole moiety allows considering them as highly reactive building blocks for organic and organoelement synthesis, including the synthesis of pharmacologically active heterocycles. The review provides a summary of findings, which may be useful for developing new drugs and materials and new synthetic approaches and patterns of reactivity. Full article
(This article belongs to the Special Issue Feature Review Papers in Organic Synthesis)
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