Current organic synthesis最新文献

{"title":"Mild and Efficient Preparation of <i>N</i>-Heterocyclic Organic Molecules by Catalyst-free and Solvent-free Methods.","authors":"Zhiqiang Wu, Xuesong Li, Yueyi Li, Lin-An Cao, Zhenliang Li, Xuming Wang, Wanyi Liu, Enke Feng","doi":"10.2174/0115701794285717240124053728","DOIUrl":"10.2174/0115701794285717240124053728","url":null,"abstract":"<p><strong>Aims: </strong>The small organic molecular compounds with biological activity containing C-C and C-N or C-O bonding were efficiently prepared without catalyst and solvent in the hydrothermal synthesis reactor.</p><p><strong>Objectives: </strong>Our goal was to explore new applications for the more environmentally friendly and efficient synthesis of bis(indolyl)methyl, xanthene, quinazolinone, and N-heterocyclic derivatives in hydrothermal synthesis reactors under solvent-free and catalyst-free conditions.</p><p><strong>Methods: </strong>A greener and more efficient method was successfully developed for the synthesis of bis(indolyl)methyl, heteroanthracene, quinazolinone, and N-heterocyclic derivatives using a hydrothermal synthesis reactor in a solvent- and catalyst-free manner.</p><p><strong>Results: </strong>In a hydrothermal synthesis reactor, bis(indoyl)methyl, xanthene, quinazolinone, and N-heterocyclic derivatives were synthesized without catalysts and solvents.</p><p><strong>Conclusion: </strong>Overall, it is proved once again that the catalyst-free and solvent-free synthesis method has universal value and is a more ideal and environmentally friendly new method, especially the hydrothermal reactor for synthesis.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":"253-262"},"PeriodicalIF":1.7,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139740614","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis, Molecular Docking, Antimicrobial, and Antioxidant Evaluation of Novel Dithiazole and Thiazole Derivatives.","authors":"Rizk E Khidre, Eman Sabry, Ashraf A Sediek, Ahmed F El-Sayed","doi":"10.2174/0115701794334314241212114056","DOIUrl":"10.2174/0115701794334314241212114056","url":null,"abstract":"<p><strong>Introduction: </strong>An efficient procedure was reported for the synthesis of novel hybrid dithiazoles 7 and thiazoles 15, in good yields, by applying hydrazonyl chlorides 4 with thiocarbohydrazone derivatives 3 and 12.</p><p><strong>Methods: </strong>The thiazole derivatives were evaluated for their antimicrobial and antioxidant activities.</p><p><strong>Results: </strong>According to the results, thiazoles revealed marked potency as antimicrobial and antioxidant agents. Thus, 7a's DPPH radical scavenging activity was excellent (38.19±0.33 and 14.37±0.4) at concentrations of 2.0 and 1.0 mg/mL, respectively. In addition, compound 3 exhibited activity against all bacterial strains tested, as evidenced by inhibition zones measuring that ranged from 8.5±0.43 mm for <i>E. faecalis</i> to 16.5±0.43 mm for <i>S. mutans</i>.</p><p><strong>Conclusion: </strong>The MIC results showed that compound 3 was effective against <i>E. coli, S. aureus, E. faecalis, P. aeruginosa</i>, and <i>S. mutans</i> at concentrations of 1.0, 1.0, 2.0, 1.0, and 1.0 mg/mL, respectively. Furthermore, molecular docking has shown lower binding energy with different types of interactions at the active sites of Dihydropteroate synthase, Sortase A, LasR, and penicillin-binding protein pockets, indicating that these compounds could inhibit the enzyme and cause promising antimicrobial effects.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":"662-682"},"PeriodicalIF":2.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143022649","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Corrigendum to: Highly Efficient Bimetallic Catalyst for the Synthesis of N-substituted Decahydroacridine-1,8-diones and Xanthene-1,8-diones: Evaluation of their Biological Activity.","authors":"Sandeep T Atkore, Pranita V Raithak, Kotra Vijay, Siddique A Ansari, Irfan A Ansari, Ravi Varala","doi":"10.2174/1570179422999241118141411","DOIUrl":"10.2174/1570179422999241118141411","url":null,"abstract":"<p><p>The author has identified an error in the department of the authors in the article titled \"Highly Efficient Bimetallic Catalyst for the Synthesis of N-substituted Decahydroacridine-1,8-diones and Xanthene-1,8-diones: Evaluation of their Biological Activity\" published in Current Organic Synthesis, 2024, 21(3) [1]. Details of the error and a correction are provided here. ORIGINAL 1. SANDEEP T. ATKORE Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad, 431004, Maharashtra, India 2. PRANITA V. RAITHAK Department of Clinical Biochemistry, Dr. Baba Saheb Ambedkar Marathwada University, Aurangabad, 431004, Maharashtra, India CORRECTED 1. SANDEEP T. ATKORE Department of Biochemistry, Dr. Baba Saheb Ambedkar Marathwada University, Aurangabad, 431004, Maharashtra, India 2. PRANITA V. RAITHAK Department of Botany, Dr. Baba Saheb Ambedkar Marathwada University, Aurangabad, 431004, Maharashtra, India We regret the error and apologize to readers. The original article can be found online at: https://www.benthamscience.com/article/136681.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":"22 3","pages":"419"},"PeriodicalIF":2.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143973622","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"A Decade of Catalytic Progress in 1,4-Dihydropyridines (1,4-DHPs) Synthesis (2016-2024).","authors":"Aditi Soni, Monika Sharma, Rajesh K Singh","doi":"10.2174/0115701794374153250307065611","DOIUrl":"https://doi.org/10.2174/0115701794374153250307065611","url":null,"abstract":"<p><p>1,4-Dihydropyridines (1,4-DHPs) are highly versatile and bioactive compounds known for their pharmacological properties, including cardiovascular, anticancer, and antioxidant activities. Traditional synthesis methods often involve harsh conditions, such as high temperatures, toxic reagents, and lengthy reaction times, leading to poor yields and environmental concerns. Consequently, there has been a growing focus on developing more sustainable, efficient, and eco-friendly alternatives for their synthesis. Among these, the catalytic one-pot multicomponent reaction (MCR) method has emerged as a promising strategy, offering high efficiency. Catalysts play a crucial role in enhancing reaction efficiency and selectivity, with various systems-metal-based, organocatalysts, polymer-supported catalysts, and enzymatic catalysts-each offering unique advantages. Metal catalysts provide high reactivity and selectivity, organocatalysts are more environmentally benign, polymer-supported catalysts offer improved stability and sustainability, and enzymatic catalysts enable highly specific reactions under mild conditions. However, challenges such as catalyst cost, reusability, scalability, and substrate scope remain. This review examines catalytic strategies for 1,4-DHPs synthesis from 2016 to 2024, highlighting reaction conditions, substrates, and yields. The analysis aims to inspire further exploration of new catalytic methods, expanding the application of 1,4-DHPs in medicinal chemistry.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":"22 6","pages":"703-720"},"PeriodicalIF":2.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145328181","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Unveiling New Process Impurities in Ripasudil Hydrochloride Dihydrate: Identification, Synthesis, and Characterization.","authors":"Kedarnath M Birajdar, Sudhakar Arrahalli, Praveen Beekanhalli Mokshanatha, Prashanth Kumar Babu","doi":"10.2174/0115701794347179250123101111","DOIUrl":"https://doi.org/10.2174/0115701794347179250123101111","url":null,"abstract":"<p><strong>Background: </strong>Ripasudil hydrochloride or 4-Fluoro-5-{[(2S)-2-Methyl-1,4- diazepan-1-yl] sulfonyl isoquinoline hydrochloride known as K-115 is used for the treatment of glaucoma and ocular hypertension. In the API industry, to achieve and ensure the quality of drug substances, there is a need for impurity identification, synthesis, and characterization. The impurities are formed during the process, either side reaction or degradation or carried over from the starting material.</p><p><strong>Objectives: </strong>The present study explores two new process impurities of Ripasudil Hydrochloride dihydrate, specifically Impurity-1(4-fluoro-5-{[(3R)-3-methyl-4-(2- nitrolbenzenesulfonyl)-1,4-diazepan-1-yl] sulfonyl} isoquino line) and Impurity-2 (4- fluoro-N, N-dimethyl isoquinoline-5-sulfonamide). These impurities are critical to the quality of both the drug substance and the final drug product.</p><p><strong>Methods: </strong>The API crude samples were subjected to LC-mass spectrometry for the identification of unknown impurities and further based on the observed mass values, a strategic synthetic route was designed for the synthesis of unknown impurities. The synthetic routes for these impurities were developed to avoid column purification, achieving high yields and purity.</p><p><strong>Results: </strong>The above synthesized impurities were subjected to spectral analysis like mass spectrometry, 1H NMR, and 13C NMR and confirmed the desired structure of the unknown impurities. So, as far as we know, the two impurities are new process impurities and have not been reported in the literature.</p><p><strong>Conclusion: </strong>The two new process impurities have been prepared and used as impurities for the method development and quality evaluation of the Ripasudil drug substance. Given the regulatory significance of Ripasudil hydrochloride, our successful synthesis and characterization efforts have proven to be valuable. This research offers valuable insights into the generic pharmaceutical industry.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":"22 6","pages":"730-736"},"PeriodicalIF":2.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145328231","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"A Pharmacological Overview and Recent Patent of Triazine Scaffold in Drug Development: A Review","authors":"Pragya Dubey, Dharam Pal Pathak, Garima Chauhan, Faraat Ali","doi":"10.2174/0115701794272212240307092318","DOIUrl":"https://doi.org/10.2174/0115701794272212240307092318","url":null,"abstract":"&lt;p&gt;The triazine moiety holds a special and very important position in the field of medicinal chemistry owing to its enormous biological and pharmacological potential. Over eras, triazine scaffolds have been investigated for synthesizing novel molecules that may be used for the treatment of different types of pathological conditions, such as infections, cancer, inflammation etc. A vast number of lead molecules have been established from the triazine moiety. The triazine fused with numerous heterocyclic rings, such as pyrrole, benzimidazole, indole, imidazole, carbazole, etc., have formed various bicyclic with pharmacological actions. The triazines display a wide range of activities, and synthesizing various marketable medicines that hold triazine moiety has made the attention of chemists worldwide grow over the years in the moiety. In this review article, the commercially available compound containing triazine has been presented, and an attempt has been made to collect the works reported, mostly in the past decade, by numerous scientists, related to the structural differences amongst the triazine analogues giving antitumor, and antimicrobial and other activities. &lt;/p&gt;&lt;p&gt; The objective of this review article was to outline the current information on triazines and their derivatives with respect to their biological potential and various pharmacological activities. &lt;/p&gt;&lt;p&gt; The summary of this review article would be helpful and describe the function and activity of the moiety to bring up-to-date the scientists working in the direction of designing and synthesising novel lead molecules for the treatment of different types of disease with the current molecules that have been synthesized from the triazine scaffold.&lt;/p&gt;","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":"11 1","pages":""},"PeriodicalIF":1.8,"publicationDate":"2024-09-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142218801","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Development of a Suitable Method for the Synthesis of New Thiadiazoles Using Hydrazonoyl Halides","authors":"Munirah F. Alarbash, Yasair S. Al-Faiyz, Jeffery S. Wiggins, Abdelwahed R. Sayed","doi":"10.2174/0115701794311751240730060254","DOIUrl":"https://doi.org/10.2174/0115701794311751240730060254","url":null,"abstract":"Background: Hydrazonoyl halides and methylhydrazinecarbodithioate have been generally utilized in the synthesis of heterocycles. Methods: This study describes a new and simple method to prepare new thiadiazoles from the reaction of N-(naphthalen-1-yl)-2-oxopropanehydrazonoyl chloride or ethyl 2-chloro-2-(2-(naphthalen-1-yl)hydrazono)acetate with methylhydrazinecarbodithioate in the presence of basic medium under reflux. In this study, the synthetic schemes are designed to show the chemical reactions. Elements analysis, Fourier Transform Infrared Spectroscopy (FT-IR), Mass Spectrom-etry (MS), and Nuclear Magnetic Resonance (NMR) are used to identify and characterize the final compounds. Results: There are two ways to synthesize the final thiadiazoles molecules. The first can be through nucleophile substitution of thiolate of methylhydrazonecarbodithioate to the chlorinated carbon of hydrazonoyl. Hydrochloric acid is then removed to provide an S-alkylated intermediate. Methanethiol is eliminated from this intermediate by an in situ intra-molecular cyclocondensation process to give the final products. The subsequent [3+2] cy-cloaddition involving 1,3-dipolar cycloadditions of nitrilimines to C=S is succeeded by the re-moval of methanethiol. Conclusion: This approach utilizes affordable, readily accessible reagents and simple reaction conditions to produce new thiadiazole derivatives with satisfactory yields.","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":"110 1","pages":""},"PeriodicalIF":1.8,"publicationDate":"2024-09-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142218802","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis of Heterocyclic Sulfonium Triflates by Cu-Catalyzed Selective Sarylation with Aryl(mesityl)iodonium Salts","authors":"Yusuke Yoto, Ryo Hatagochi, Yuto Irie, Naoko Takenaga, Ravi Kumar, Toshifumi Dohi","doi":"10.2174/0115701794298369240607042545","DOIUrl":"https://doi.org/10.2174/0115701794298369240607042545","url":null,"abstract":"Background: An efficient method for synthesizing cyclic arylsulfonium salts has been developed by selective aryl transfer to the sulfur atom from aryl(mesityl)iodonium triflates, a recyclable series of diaryliodonium salts. Methods: The utilization of sulfonium salts as valuable intermediates is well-established, as they exhibit high reactivity under conditions of heating or UV irradiation. However, their synthesis typically involves the reaction of diarysulfoxide with acid anhydride, which requires the oxidation of sulfur(II) to sulfoxide(IV) and thus limits the scope of synthesis. Hence, in this study, we employed recyclable mesityliodonium(III) salts and copper catalysis. Results: The method was used to synthesize cyclic arylsulfonium salts without the need for preoxidation of the sulfur atom, resulting in a facile and high-yield synthesis. Conclusion: The desired cyclic arylsulfonium salts were synthesized through selective transfer of the aryl group from mesityliodonium salts, demonstrating the effectiveness of the new approach.","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":"22 1","pages":""},"PeriodicalIF":1.8,"publicationDate":"2024-07-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141780867","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Co2(CO)8 as a CO-source for Pd-catalyzed Carbonylations: An Update","authors":"Debarati Das, Bhalchandra Mahadeo Bhanage","doi":"10.2174/0115701794302069240624045929","DOIUrl":"https://doi.org/10.2174/0115701794302069240624045929","url":null,"abstract":": Palladium-catalyzed carbonylative cross-coupling reactions with various carbon monoxide (CO) sources cultivate competent routes for the synthesis of bulk and value-added chemicals. However, the practical use of this odorless, inflammable, lethal gas has always raised a concern for chemists. The attention and advancement of various CO-surrogates is surely wel-comed as a green alternative to CO-gas. However, the main concern lies in the suitability and scalability of these CO-surrogate-driven reactions. Literature showed the progress of various ways to make in-situ CO from these CO surrogates. One of the most convenient sources is using metal carbonyls which are already known to lose CO easily. Among all the kinds, Mo(CO)6 gained much popularity but its toxic nature and demand for high temperatures restricted its use. However, Co2(CO)8 is popular as a catalyst but as an in-situ CO-source reports are scarce. This low-melting CO-releaser was found effective in flourishing aminocarbonylation, alkoxycar-bonylation, and reductive carbonylation under mild conditions. This mini-review portrays the recent developments of palladium-catalyzed carbonylation reactions using Co2(CO)8 as a CO source.","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":"343 1","pages":""},"PeriodicalIF":1.8,"publicationDate":"2024-07-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141753931","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis and Characterization of Novel Polythiadiazoles from Bis-hydrazonoyl Dichlorides and Bis-(methyl-2-arylidene hydrazone carbodithioates)","authors":"Abdelwahed R. Sayed, Jeffrey S. Wiggins","doi":"10.2174/0115701794287942240614070341","DOIUrl":"https://doi.org/10.2174/0115701794287942240614070341","url":null,"abstract":"Background: Thiadiazoles exhibit a variety of biological activities, including antimicrobial, antiviral, antituberculosis, carbonic anhydrase inhibitor, antitrypanosomal agent, and anticonvulsant properties. Methods: The new polymers are made in two distinct stages. The first stage is to prepare the starting material bis-(methyl hydrazoncarbodithioate) via a condensation reaction between methyl-hydrazinecarbodithioate and dicarbonyl compounds in suitable solvent as isopropyl alcohol. The second stage for the synthesis of the final products poly(1,3,4-thiadiazoles) derivatives is the suitable bis-hydrazonoyl chloride reacted with an equal molar ratio of bis-(methyl-2-arylidenehy-drazonecarbodithioates) in dimethyl sulfoxide, with triethylamine and reflux until the methanethiol gas stopped evolving. FT-IR (Fourier transform infrared spectroscopy), NMR (Nuclear magnetic resonance), and thermal investigation were used to identify and characterize the final products. Results: This work effectively synthesized new derivatives of poly(1,3,4-thiadiazoles) in good yields via the reaction of bis-hydrazonoyl dichlorides with bis-(methyl-2-arylidenehydrazonecarbodithioates). Two routes can be used to explain how the final poly(1,3,4-thiadiazoles) compounds are formed. The first route can be explained by nucleophile substitution of thiolate of bis(methyl-2-arylidenehydrazonecarbodithioates) to the chlorinated carbon of bis-hydrazonoyl dichlorides, followed by removal of HCl (hydrochloric acid) to provide an intermediate (S-alkylated). This intermediate at once leads to an intramolecular cyclo-polycondensation by the exclusion of methanethiol gas to produce our ending products poly(1,3,4-thiadiazoles). The second route concluded [3+2] cycloaddition of 1,3-dipolar cycloadditions of nitrilimines (generated in situ by treatment of bis-hydrazonoyl dichlorides with triethylamine) to thione (C=S) followed by removal of methanethiol to give poly(1,3,4-thiadiazoles) as depicted in schematic diagram. Conclusion: In this article, we reported an efficient method for the synthesis of the novel poly(1,3,4-thiadiazoles) from the reaction of bis-(methyl-2-arylidenehydrazonecarbodithioates) with bis-hydrazonoyl halides.","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":"7 1","pages":""},"PeriodicalIF":1.8,"publicationDate":"2024-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141743507","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}