{"title":"An efficient synthesis of some new bipyrazole derivatives by three-component reaction between 3-methyl-1H-pyrazol-4(5H)-one, aroylphenylhydrazones and arylglyoxals","authors":"Maryam Oudi , Mohammad Anary-Abbasinejad","doi":"10.1080/00397911.2024.2431990","DOIUrl":"10.1080/00397911.2024.2431990","url":null,"abstract":"<div><div>A simple one-pot and catalyst-free method is reported for synthesis of some new bipyrazole derivatives by three-component reaction between arylglyoxals, 3-methyl-1<em>H</em>-pyrazol-4(5<em>H</em>)-one and aroylphenylhydrazone derivatives. The reactions were carried out in ethanol as a green solvent in neutral reaction conditions and products were simply isolated by filtering of the precipitated solids in high yields. All products were characterized by their <sup>1</sup>H and <sup>13</sup>C NMR and IR spectral and elemental analysis data.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 2","pages":"Pages 146-151"},"PeriodicalIF":1.8,"publicationDate":"2025-01-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143129704","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Priya C. Saroj , Sai Srinivas Ponugoti , Shivangi Sawant , Shreerang V. Joshi
{"title":"Green and sustainable synthesis of 3,4-Dihydropyrimidin-2(1H)-ones/thiones via the Biginelli reaction using L-arabinose as a renewable catalyst under solvent-free conditions","authors":"Priya C. Saroj , Sai Srinivas Ponugoti , Shivangi Sawant , Shreerang V. Joshi","doi":"10.1080/00397911.2024.2435463","DOIUrl":"10.1080/00397911.2024.2435463","url":null,"abstract":"<div><div>In the pursuit of sustainable methodologies in organic synthesis, the application of renewable and biodegradable catalysts has received significant attention. This work processes the synthesizing of 3,4-dihydropyrimidin-2(1H)-ones/thiones using L-arabinose, an environment-friendly catalyst <em>via</em> the Biginelli reaction in a solvent-free environment is reported herein. L-arabinose, a naturally occurring sugar, efficiently catalyzes the condensation reaction between β-ketoesters and aldehyde with urea or thiourea to form DHPMs with high yields and excellent atom economy. The reaction proceeds efficiently at mild temperatures, and the catalyst is easily regenerated, enabling multiple catalytic cycles. The use of L-arabinose avoids not only toxic solvents and metal catalysts but also processes green chemistry due to the exploitation of renewable resources. It is a significant step forward in the domain of sustainable catalysis and provides an environmentally benign and operationally simple procedure for the synthesis of DHPMs.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 2","pages":"Pages 152-165"},"PeriodicalIF":1.8,"publicationDate":"2025-01-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143129703","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Omyma A. Abd Allah , Ehab S. M. Elkhayat , Amr H. Moustafa , Alaa A. Fahmy
{"title":"Synthesis and characterization of new isatin hybrids based on isatin-coumarin hybrid as potent antioxidant, anti-inflammatory and antimicrobial agents","authors":"Omyma A. Abd Allah , Ehab S. M. Elkhayat , Amr H. Moustafa , Alaa A. Fahmy","doi":"10.1080/00397911.2024.2431029","DOIUrl":"10.1080/00397911.2024.2431029","url":null,"abstract":"<div><div>Iisatin hybrids have emerged as effective weapons against diseases. In this context, chalcone tethered isatin-coumarin hybrid <strong>3</strong> was synthesized and used as a building block for the preparation of a new series of isatin-pyrazole, isatin-bridged dibenzo-diazonin and isatin-coumarin hybrids <strong>4–10</strong> by reaction with ammonium acetate or primary aromatic amines. The hybrids <strong>4–10</strong> were linked with bioactive linkers named ethene, furan, pyrrole or its derivatives. Through another reaction route, the polyfused pyrano-indoles <strong>11–13</strong> were synthesized by one pot reaction of isatin - coumarin hybrid <strong>3</strong> with some primary amines having electron donating substituents. The chemical structures of the synthesized compounds were evaluated by infrared, nuclear magnetic resonance, MS and elemental analyses. The synthesized compounds were screened for their antioxidant, anti-inflammatory and antimicrobial effects. The results revealed that all the compounds have high antioxidant activity and some of these compounds provide anti-inflammatory effects close to that of indomethacin. While the antimicrobial effects were studied against both Gram - positive and Gram-negative bacteria, greater activity for compounds <strong>3</strong> and <strong>6</strong> was observed against Gram-positive bacteria (<em>B. Subtilis</em>). While compounds <strong>3, 4, 6, 9</strong> and <strong>10</strong> were active against Gram-negative bacteria (<em>E. coli</em>).</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 2","pages":"Pages 116-137"},"PeriodicalIF":1.8,"publicationDate":"2025-01-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143129702","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"A linear approach for the total synthesis of sex pheromone (3S, 5R, 6S)-6-isopropyl-3,5-dimethyltetrahydro-2H-pyran-2-one and prelactone B","authors":"Manohar Surve , Naresh Gantasala , Sudheer Pudi , Srihari Pabbaraja","doi":"10.1080/00397911.2025.2449591","DOIUrl":"10.1080/00397911.2025.2449591","url":null,"abstract":"<div><div>A linear 10-step approach for the stereoselective total synthesis of (3<em>S</em>,5<em>R</em>,6<em>S</em>)-6-isopropyl-3,5-dimethyltetrahydro-2<em>H</em>-pyran-2-one, the sex pheromone component of <em>Macrocentrus grandii</em> is presented. The key steps involve an enantioselective cross Aldol reaction between isobutyraldehyde and propionaldehyde, a chiral auxiliary mediated diastereoselective methylation reaction, chemoselective reduction of α,β-unsaturated ester and chemoselective oxidation reaction to get lactone. A similar strategy has been applied for the total synthesis of prelactone B.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 4","pages":"Pages 305-314"},"PeriodicalIF":1.8,"publicationDate":"2025-01-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143378071","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Vasavi Nayak , Deepika D , Glanish Jude Martis , Santosh L. Gaonkar
{"title":"Advancements in biocatalysis: A comprehensive review of applications in organic synthesis","authors":"Vasavi Nayak , Deepika D , Glanish Jude Martis , Santosh L. Gaonkar","doi":"10.1080/00397911.2024.2449258","DOIUrl":"10.1080/00397911.2024.2449258","url":null,"abstract":"<div><div>Biocatalysis is an essential tool in the green synthesis of compounds. These catalysts exhibit regioselectivity and stereoselectivity toward specific products, enabling nontoxic and eco-friendly synthetic routes with high-yield biotransformation and enantioselectivity, resulting in enantiopure products. Moreover, the <em>E</em>-factor, which measures the efficiency of a process by calculating the ratio of waste generated to the product formed, is significantly lower in biocatalytic organic synthesis than in traditional methods. The reusability of biocatalysts allows for economically advantageous designs, enabling the reproducibility of products with better yields and energy efficiency in the synthetic route. In this context, enzymes and their modified counterparts have been emphasized as biocatalysts for the biotransformation and asymmetric bio-reduction of various ketones, aldehydes, esters, alcohols, and other substrates.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 6","pages":"Pages 443-464"},"PeriodicalIF":1.8,"publicationDate":"2025-01-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143521107","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Simranpreet K. Wahan , Pooja A. Chawla , Smile , Rajveer Kaur , Gaurav Bhargava
{"title":"Recent developments in the mechanochemical mediated innovative approaches for cycloaddition reactions","authors":"Simranpreet K. Wahan , Pooja A. Chawla , Smile , Rajveer Kaur , Gaurav Bhargava","doi":"10.1080/00397911.2024.2448821","DOIUrl":"10.1080/00397911.2024.2448821","url":null,"abstract":"<div><div>Over the last decade, the use of mechanical force in chemical systems, whether by mechanical grinding and milling or ultrasound, has resulted in a number of interesting outcomes, leading to the practical re-discovery of the area. The recent excitement around mechanochemistry is strongly tied to its application in relatively new areas of green and supramolecular chemistry, medicinal co-crystals, and metal-organic frameworks. The applications of mechanochemistry in more traditional disciplines such as organic synthesis, catalysis, and inorganic chemistry are as interesting and inventive. Mechanochemical-mediated cycloaddition reactions are economical, environmentally friendly, use nontoxic chemicals, and have been heavily emphasized in recent years. Hence, the current minireview summarizes the latest developments in cycloaddition reactions <em>via</em> mechanochemistry.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 5","pages":"Pages 351-372"},"PeriodicalIF":1.8,"publicationDate":"2025-01-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143377646","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Safaa S. Moawad , Mohsen M. Abou-El-Regal , S. A. El-Metwally
{"title":"Design, synthesis and biological assessment of novel pyridopyrimidine and chromenopyridopyrimidine analogues","authors":"Safaa S. Moawad , Mohsen M. Abou-El-Regal , S. A. El-Metwally","doi":"10.1080/00397911.2024.2429148","DOIUrl":"10.1080/00397911.2024.2429148","url":null,"abstract":"<div><div>The important pharmacological and medicinal facts concerning chromenopyridopyrimidine and pyridopyrimidine compounds motivated us to condense our efforts into constructing novel derivatives with valuable biological properties. A series of new chromenopyridopyrimidine <strong>2</strong>–<strong>4</strong> and different substituted pyridopyrimidine derivatives <strong>6</strong>–<strong>9</strong> and <strong>13</strong> were synthesized in one pot three components base-catalyzed reaction of aminothiouracil <strong>1</strong> with various aldehydes and different active methylene compounds. Also, substituted pyridopyrimidines <strong>10</strong> and <strong>11</strong> were synthesized when thiouracil <strong>1</strong> reacted only with cinnamaldehyde and acetyl acetone. The synthesized compounds’ structure was verified by microanalysis and spectral data, the biological studies demonstrated antibacterial and antifungal activities against <em>E. coli</em>, <em>Pseudomonas aeruginosa</em>, <em>S. aureus</em>, and <em>C. albicans</em>.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 1","pages":"Pages 65-75"},"PeriodicalIF":1.8,"publicationDate":"2025-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143156687","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Fangfang Jing , Zhengyu Liu , Lvrong Jin , Yuhao Pang , Bo Pang , Siyang Xing , Bolin Zhu
{"title":"Construction of isoindolin-1-ones via tandem reaction of ester-functionalized aziridines with amines","authors":"Fangfang Jing , Zhengyu Liu , Lvrong Jin , Yuhao Pang , Bo Pang , Siyang Xing , Bolin Zhu","doi":"10.1080/00397911.2024.2429005","DOIUrl":"10.1080/00397911.2024.2429005","url":null,"abstract":"<div><div>We have developed a tandem reaction of ester-functionalized aziridines with secondary amines for the construction of isoindolin-1-ones. Its mechanism involves sequential ring opening of aziridines and lactamization. The novel features of this tandem reaction include high efficiency, broad substrate scope and mild conditions.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 1","pages":"Pages 76-83"},"PeriodicalIF":1.8,"publicationDate":"2025-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143100440","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Vishal Srivastava , Surabhi Sinha , Sudhanshu Kanaujia , Divya Bartaria , Pravin K. Singh , Praveen P. Singh
{"title":"Fullerene-based photocatalysis as an eco-compatible approach to photochemical reactions","authors":"Vishal Srivastava , Surabhi Sinha , Sudhanshu Kanaujia , Divya Bartaria , Pravin K. Singh , Praveen P. Singh","doi":"10.1080/00397911.2024.2410947","DOIUrl":"10.1080/00397911.2024.2410947","url":null,"abstract":"<div><div>Photocatalytic materials have garnered a lot of interest in recent decades for their effective use in solar energy harvesting. Fullerenes have drawn interest in a number of applications, particularly in the field of photocatalysis, owing to its remarkable qualities, which include great stability in chemical form, an extensive specific surface area, superior electrical conductivity, and a peculiar zero-dimensional carbon nanoallotrope. The use of fullerenes as zero-dimensional carbon nanomaterials for photocatalytic applications has been well studied. Fullerene-based photocatalysts have been applied and developed in areas such as organic synthesis, aerobic oxidation, photodyanamic therapy, CO<sub>2</sub> reduction, H<sub>2</sub> creation, and degradation of pollutants. This review attempts to give a broad summary of the most recent findings in fullerene-based photocatalyst research.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 1","pages":"Pages 1-18"},"PeriodicalIF":1.8,"publicationDate":"2025-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143156686","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Labet B. Marpna , Tara. R. A. Sangma , Shunan Kaping , Anitha Kandasamy , Jai N. Vishwakarma
{"title":"Aza-Michael addition-elimination led synthesis, characterization and X-ray crystallography of novel trifluoromethylated-enaminone derivatives","authors":"Labet B. Marpna , Tara. R. A. Sangma , Shunan Kaping , Anitha Kandasamy , Jai N. Vishwakarma","doi":"10.1080/00397911.2024.2429146","DOIUrl":"10.1080/00397911.2024.2429146","url":null,"abstract":"<div><div>Enaminones are important synthetic intermediates for the construction of diverse heterocyclic scaffolds owing to their push-pull electronic structures. A series of novel (Z)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(aryl/alkyl)prop-2-en-1-ones (<strong>5, 6</strong>) and (Z)-3-(aryl/alkylamino)-1-(4-(trifluoromethyl)phenyl)prop-2-en-1-ones (<strong>9</strong>, <strong>10</strong>) were synthesized with (E)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(dimethylamino)prop-2-en-1-one (<strong>2</strong>) & (E)-3-(dimethylamino)-1-(4-(trifluoromethyl)phenyl) prop-2-en-1-one (<strong>8</strong>) as starting materials. The structures of the fluorinated enaminones were established with the help of spectral and analytical data. X-ray crystallographic study for a model compound (<strong>6a</strong>) gave a vivid image showing the existence of the product in Z-form unlike the corresponding intermediate that exists in E-form.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 1","pages":"Pages 32-43"},"PeriodicalIF":1.8,"publicationDate":"2025-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143156682","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}