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Recent developments in the mechanochemical mediated innovative approaches for cycloaddition reactions 机械化学介导的环加成反应创新方法的最新进展
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2025-01-04 DOI: 10.1080/00397911.2024.2448821
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 ,&nbsp;Pooja A. Chawla ,&nbsp; Smile ,&nbsp;Rajveer Kaur ,&nbsp;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}
引用次数: 0
Design, synthesis and biological assessment of novel pyridopyrimidine and chromenopyridopyrimidine analogues 新型吡啶嘧啶和环膜吡啶类似物的设计、合成和生物学评价
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2025-01-02 DOI: 10.1080/00397911.2024.2429148
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 ,&nbsp;Mohsen M. Abou-El-Regal ,&nbsp;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}
引用次数: 0
Construction of isoindolin-1-ones via tandem reaction of ester-functionalized aziridines with amines 酯功能化叠氮醚与胺的串联反应构建异吲哚啉-1- 1
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2025-01-02 DOI: 10.1080/00397911.2024.2429005
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 ,&nbsp;Zhengyu Liu ,&nbsp;Lvrong Jin ,&nbsp;Yuhao Pang ,&nbsp;Bo Pang ,&nbsp;Siyang Xing ,&nbsp;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}
引用次数: 0
Fullerene-based photocatalysis as an eco-compatible approach to photochemical reactions 以富勒烯为基础的光催化作为光化学反应的生态相容途径
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2025-01-02 DOI: 10.1080/00397911.2024.2410947
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 ,&nbsp;Surabhi Sinha ,&nbsp;Sudhanshu Kanaujia ,&nbsp;Divya Bartaria ,&nbsp;Pravin K. Singh ,&nbsp;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}
引用次数: 0
Aza-Michael addition-elimination led synthesis, characterization and X-ray crystallography of novel trifluoromethylated-enaminone derivatives 新型三氟甲基化胺酮衍生物的合成、表征和x射线晶体学研究
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2025-01-02 DOI: 10.1080/00397911.2024.2429146
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 ,&nbsp;Tara. R. A. Sangma ,&nbsp;Shunan Kaping ,&nbsp;Anitha Kandasamy ,&nbsp;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>) &amp; (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}
引用次数: 0
Novel thiazole derivatives: Design, synthesis, antibacterial evaluation, DFT, molecular docking and in-silico ADMET investigations 新型噻唑衍生物：设计、合成、抗菌评价、DFT、分子对接和硅ADMET研究
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2025-01-02 DOI: 10.1080/00397911.2024.2431989
Mohamed S. Mohamed Ahmed , Fawzy A. Attaby , Redhab A. J. Alfraiji , Zeinab A. Abdallah
{"title":"Novel thiazole derivatives: Design, synthesis, antibacterial evaluation, DFT, molecular docking and in-silico ADMET investigations","authors":"Mohamed S. Mohamed Ahmed ,&nbsp;Fawzy A. Attaby ,&nbsp;Redhab A. J. Alfraiji ,&nbsp;Zeinab A. Abdallah","doi":"10.1080/00397911.2024.2431989","DOIUrl":"10.1080/00397911.2024.2431989","url":null,"abstract":"<div><div>Thiazole derivatives (<strong>7a-f</strong> and <strong>9a-i</strong>) were synthesized in good yields (up to 98%). The synthetic protocol is achieved through a two-step reaction. The synthesized candidates were then evaluated for their antimicrobial efficacies against gram-positive and gram-negative bacteria. 4-methyl-2-(2-(3-(pentyloxy)benzylidene)hydrazinyl)-5-(p-tolyldiazenyl)thiazole showed significant antimicrobial activity against <em>Staphylococcus aureus</em> (ATCC: 13565) compared to ampicillin. On the other hand, 2-(2-(3-(hexyloxy)benzylidene)hydrazinyl)-4-(4-methoxyphenyl)thiazole shows potent activity against <em>Klebsiella pneumonia</em> (ATCC: 10031) compared to gentamicin as a standard antibiotic. The ADME profile of the prepared compounds indicated favorable pharmacological behaviors. Additionally, docking and in-silico ADMET analyses were performed for the promising derivatives and the results revealed strong antimicrobial activity. DFT calculations were performed, which provided additional insight into the thiazoles’ structure and formation.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 1","pages":"Pages 44-64"},"PeriodicalIF":1.8,"publicationDate":"2025-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143156694","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}
引用次数: 0
Transition-metal-free and solvent-tolerant decarboxylative iodination of aromatic carboxylic acids 芳香羧酸的无过渡金属和耐溶剂脱羧碘化
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2025-01-02 DOI: 10.1080/00397911.2024.2428650
Cheng-Yan Wu , Xi Zhang , Tian-Yi Zhang , Zhong-Lin Lu
{"title":"Transition-metal-free and solvent-tolerant decarboxylative iodination of aromatic carboxylic acids","authors":"Cheng-Yan Wu ,&nbsp;Xi Zhang ,&nbsp;Tian-Yi Zhang ,&nbsp;Zhong-Lin Lu","doi":"10.1080/00397911.2024.2428650","DOIUrl":"10.1080/00397911.2024.2428650","url":null,"abstract":"<div><div>Current decarboxylative halogenation methods typically require expensive or toxic transition metal catalysts and have limited solvent compatibility. Herein, we report a novel transition-metal-free and solvent-tolerant decarboxylative iodination method by using iodine monochloride in the presence of potassium phosphate, which are effective to readily available aryl and heteroaryl carboxylic acids, and can be executed in a variety of solvents, including water.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 1","pages":"Pages 84-91"},"PeriodicalIF":1.8,"publicationDate":"2025-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143156688","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}
引用次数: 0
Synthesis of new bis(pyrazolo[1,5-a]pyrimidines) linked to different spacers with potential MurB inhibitory activity utilizing 1H-pyrazole-3,5-diamines 利用1h -吡唑-3,5-二胺合成具有潜在MurB抑制活性的连接不同间隔物的新型双(吡唑[1,5-a]嘧啶
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2025-01-02 DOI: 10.1080/00397911.2024.2428653
Ahmed A. M. Ahmed , Ahmed E. M. Mekky , Sherif M. H. Sanad
{"title":"Synthesis of new bis(pyrazolo[1,5-a]pyrimidines) linked to different spacers with potential MurB inhibitory activity utilizing 1H-pyrazole-3,5-diamines","authors":"Ahmed A. M. Ahmed ,&nbsp;Ahmed E. M. Mekky ,&nbsp;Sherif M. H. Sanad","doi":"10.1080/00397911.2024.2428653","DOIUrl":"10.1080/00397911.2024.2428653","url":null,"abstract":"<div><div>Recently, there has been an increased interest in developing new antibacterial agents that target the MurB inhibition, which is necessary for bacterial survival. We developed a two-step tandem protocol to synthesize 15 new bis(pyrazolo[1,5-<em>a</em>]pyrimidines), which are attached to alkane cores by amide linkages. The protocol involved reacting the appropriate bis(2-cyanoacetamides) with dimethylformamide-dimethylacetal in toluene at 80 °C for 3-4 h. The crude bis(2-cyano-3-(dimethylamino)acrylamides) was collected, then reacted with 3,5-diamino-1<em>H</em>-pyrazoles. The reaction gave the desired products in 82-92% yields after 5-6 h of heating at reflux in pyridine. Bis(2,7-diamino-3-(4-methoxybenzyl)pyrazolo[1,5-<em>a</em>]pyrimidine-6-carboxamides) demonstrated comparable efficacy to ciprofloxacin. Their MIC and MBC ranged from 2.8-3.0 and 5.7-6.0 µM, respectively, against <em>S. aureus</em> and <em>E. coli</em>. Moreover, these products displayed promising MurB inhibitory activity with IC<sub>50</sub> ranging from 7.8 to 8.0 µM.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 1","pages":"Pages 19-31"},"PeriodicalIF":1.8,"publicationDate":"2025-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143156685","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}
引用次数: 0
Design, synthesis, anti-trypsin and anti-inflammatory evaluation of new guanidinobenzoic acid ester derivatives 新型胍基苯甲酸酯衍生物的设计、合成、抗胰蛋白酶及抗炎评价
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2024-12-01 DOI: 10.1080/00397911.2024.2420341
Xin-Hao Hua , Fa-Qi Wang , Zhong-Jin Yang , Yuan Liu , Shu-Han Yang , Dong-Rong Zhu , Yu-Ming Liu
{"title":"Design, synthesis, anti-trypsin and anti-inflammatory evaluation of new guanidinobenzoic acid ester derivatives","authors":"Xin-Hao Hua ,&nbsp;Fa-Qi Wang ,&nbsp;Zhong-Jin Yang ,&nbsp;Yuan Liu ,&nbsp;Shu-Han Yang ,&nbsp;Dong-Rong Zhu ,&nbsp;Yu-Ming Liu","doi":"10.1080/00397911.2024.2420341","DOIUrl":"10.1080/00397911.2024.2420341","url":null,"abstract":"<div><div>Herein, we designed a series of guanidinobenzoic acid ester derivatives on the basis of approved AP drugs, such as nafamostat, gabexate and camostat, and evaluated their inhibitory effects on trypsin and anti-inflammatory activity. Among them, five compounds (<strong>6a</strong>, <strong>6c–6e, 7j</strong>) showed excellent inhibitory effects on trypsin with IC<sub>50</sub> values of 0.0756 μM to 0.1227 μM, which are more potent than nafamostat and gabexate. Moreover, compounds <strong>6a</strong>, <strong>6b</strong> and <strong>6c</strong> also showed significant inhibitory potency against the pro-inflammatory molecule NO with IC<sub>50</sub> values of 1.618 μM, 2.276 μM, and 3.022 μM, respectively. Consequently, the potential lead compounds simultaneously with anti-trypsin and anti-inflammatory activities were identified, which would profit further structural optimization for the treatment of AP.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 23","pages":"Pages 2052-2063"},"PeriodicalIF":1.8,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143175952","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}
引用次数: 0
Comparative review on homogeneous and heterogeneous catalyzed synthesis of 1,3-thiazole 均相与多相催化合成1,3-噻唑的比较研究
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2024-12-01 DOI: 10.1080/00397911.2024.2399187
Swapnali Parit , Ajit Manchare , Shrikant Ghodse , Navnath Hatvate
{"title":"Comparative review on homogeneous and heterogeneous catalyzed synthesis of 1,3-thiazole","authors":"Swapnali Parit ,&nbsp;Ajit Manchare ,&nbsp;Shrikant Ghodse ,&nbsp;Navnath Hatvate","doi":"10.1080/00397911.2024.2399187","DOIUrl":"10.1080/00397911.2024.2399187","url":null,"abstract":"<div><div>Thiazole is a sulfur and nitrogen-containing five-membered heteroaromatic ring in many FDA-approved drugs and numerous experimental leads. To facilitate access to this structure, several novel methodologies have been developed using easily accessible starting materials and more environmentally friendly protocols. This review focuses on all recently developed methods (2013–2024) that utilized homogeneous or heterogeneous catalyzed methods to synthesize 1,3-thiazole and provides thorough information on the diverse therapeutic applicability of thiazole derivatives in drug discovery and development. Furthermore, this review will ameliorate the understanding of synthetic and medicinal chemists in selecting green and ecological methodologies to synthesize thiazoles judicially.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 23","pages":"Pages 2003-2023"},"PeriodicalIF":1.8,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143177692","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}
引用次数: 0
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