Journal of Heterocyclic Chemistry最新文献_第3页

Ultrasonic Assisted Cu-Catalyzed Intermolecular O-Arylation of N-Hydroxyimidoyl Chloride and 2-Iodophenol: New Substituted Benzo[1,4,2]Dioxazine Derivatives 超声辅助cu催化n -羟基酰氯和2-碘酚分子间o -芳基化：新取代苯并[1,4,2]二恶嗪衍生物

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-11-17 DOI: 10.1002/jhet.4930

Manijeh Nematpour

引用次数: 0

Reusable Magnetic Nanoparticles: A Green System for Synthesis of Pyrrole Scaffolds 可重复使用磁性纳米颗粒：合成吡咯支架的绿色体系

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-11-06 DOI: 10.1002/jhet.4931

Shubham Sharma, Vaishali, Aaysha Pandey, Ayushi Garg, Pooja Sharma, Kanchna Bhatrola, Ali Irfan, Nisha Devi, Laila Rubab, Kaushiki Mishra, Khushali Dubey, Emilio Mateev

{"title":"Reusable Magnetic Nanoparticles: A Green System for Synthesis of Pyrrole Scaffolds","authors":"Shubham Sharma,  Vaishali, Aaysha Pandey, Ayushi Garg, Pooja Sharma, Kanchna Bhatrola, Ali Irfan, Nisha Devi, Laila Rubab, Kaushiki Mishra, Khushali Dubey, Emilio Mateev","doi":"10.1002/jhet.4931","DOIUrl":"https://doi.org/10.1002/jhet.4931","url":null,"abstract":"<div>\u0000 \u0000 Nowadays, environmentally sustainable organic synthesis is demanding. In this context, nanoparticles are particularly interesting owing to their green synthesis aspects. Specifically, magnetic nanoparticles have been continuously utilized in organic synthesis for a decade. Among heterocycles, pyrrole and its analogs have a unique place due to its vast spectrum of applications. Derivatives of pyrrole help to find lead structures for new synthetic pharmaceutical compounds and other valuable compounds. Thus, magnetic nanoparticles accelerate organic chemists to develop pyrrole derivatives through green synthesis. Moreover, magnetic nanoparticles in pyrrole scaffold synthesis improve reaction efficiency and sustainability and create unique functional molecular hybrids for many scientific applications. This paper reviews the utilization of magnetic nanoparticles to afford a variety of valuable pyrrole derivatives, with a focus on their environmental friendliness.\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 2","pages":"164-191"},"PeriodicalIF":2.0,"publicationDate":"2024-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143380064","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

Unveiling a Novel Mechanistic Pathway: Thiol and DMSO-Facilitated Synthesis of Pyrazole Amine Thioether 揭示一种新的机制途径：硫醇和二甲基亚砜催化合成吡唑胺硫醚

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-11-03 DOI: 10.1002/jhet.4923

Karuppaiah Perumal, Markabandhu Shanthi, Vijayakumar Hemamalini, Ramasamy Shanmugam, Bhaskaran Shankar, Subburethinam Ramesh

{"title":"Unveiling a Novel Mechanistic Pathway: Thiol and DMSO-Facilitated Synthesis of Pyrazole Amine Thioether","authors":"Karuppaiah Perumal, Markabandhu Shanthi, Vijayakumar Hemamalini, Ramasamy Shanmugam, Bhaskaran Shankar, Subburethinam Ramesh","doi":"10.1002/jhet.4923","DOIUrl":"https://doi.org/10.1002/jhet.4923","url":null,"abstract":"<div>\u0000 \u0000 The present protocol shows a novel and greener approach for synthesizing pyrazole amine thioether, employing thiophenol, 3-aminocrotononitrile, and phenylhydrazine hydrochloride. Notably, this methodology deviates from the literature report in making thioether derivatives using oxidant-free and room-temperature conditions. Based on the control experiments, it was found that the thioether link in the intermediate facilitated the 5-exo-dig cyclization reaction exclusively in the DMSO solvent. This is probably due to the nitrile group's activation by the structure's thioether moiety. The control experiment demonstrates the significance of the thioether compound in the reaction. Without any oxidizing agent, introducing thioether in any heterocyclic compound is not possible, as per the literature reports. Our reaction showed excellent tolerance by involving various phenylhydrazine hydrochloride and thiophenol compounds, allowing for the synthesis of various pyrazole amine thioether derivatives in good to excellent yields. The reaction follows the 5-exo-dig cyclization strategy.\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 2","pages":"154-163"},"PeriodicalIF":2.0,"publicationDate":"2024-11-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143380334","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

CuI–Zn(OAc)2 Catalyzed Selective CC Bond Cleavage of 1,3-Diketones/β-Ketoester for the Formation of Quinazolin-4(3H)-Ones: A Fast, Solvent-Free, Synthetic Strategy Under Microwave Irradiation CuI-Zn (OAc)2催化1,3-二酮/β-酮酯选择性C - _ - C键裂解生成喹唑啉-4(3H)-：微波辐射下快速、无溶剂合成策略

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-10-30 DOI: 10.1002/jhet.4929

Nazia Kausar, Mohd Afzal, Abdullah Alarifi, Abdulla Al Masum

引用次数: 0

Green Construction of Novel 3-(Benzo[d][1,3]dioxol-5-yl)-1,8-naphthyridin-2-yl)amino)quinazoline-2,4(1H,3H)-dione and Phenyl-[1,2,4]triazolo[4,3-a][1,8]naphthyridine and Their Antimicrobial Activity 新型3-（苯并[d][1,3]二氧基-5-基）-1,8-萘啶-2-基)氨基喹啉-2,4(1H,3H)-二酮和苯基-[1,2,4]三唑[4,3-a][1,8]萘啶的绿色构建及其抑菌活性

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-10-29 DOI: 10.1002/jhet.4927

Sontireddy Surender Reddy, Kavati Shireesha, Kumara Swamy Jella

{"title":"Green Construction of Novel 3-(Benzo[d][1,3]dioxol-5-yl)-1,8-naphthyridin-2-yl)amino)quinazoline-2,4(1H,3H)-dione and Phenyl-[1,2,4]triazolo[4,3-a][1,8]naphthyridine and Their Antimicrobial Activity","authors":"Sontireddy Surender Reddy, Kavati Shireesha, Kumara Swamy Jella","doi":"10.1002/jhet.4927","DOIUrl":"https://doi.org/10.1002/jhet.4927","url":null,"abstract":"<div>\u0000 \u0000 A straightforward and an efficient green synthetic method has been outlined for the construction of 3-(benzo[d][1, 3] dioxol-5-yl)-1,8-naphthyridine derivatives in the presence of glacial acetic acid and Cu(OAc)2 catalyst accomplished excellent yields in short reaction time. The reaction proceeds efficiently by using a greener way under microwave conditions to elevate the quantity of pure products. The purity of all the synthesized compounds was confirmed by IR, 1H and 13CNMR, LC–MS data and also from the elemental analyses studies. The synthesized compounds 7d and 7f performed strongest antibacterial activity against pathogenic cell lines Bacillus subtilis (17.5, 20.5 mm), Escherichia coli (28.5, 30 mm), and antifungal cell lines Candida albicans (18, 22.5 mm), and Aspergillus Niger (28.5, 40.5 mm) which are compared with clinical drugs Penicillin, Grieseofulvin. We scrutinized the remaining molecules and found that their activity ranged from modest to exceptional.\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 1","pages":"122-129"},"PeriodicalIF":2.0,"publicationDate":"2024-10-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143121115","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

Copper-Catalyzed Carboamination of Unactivated Alkenes to Synthesize β-Lactams with Trichloroacetonitrile 铜催化非活化烯烃碳胺化与三氯乙腈合成β-内酰胺

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-10-29 DOI: 10.1002/jhet.4928

Xiaoya Wang, Jing Cui, Runsheng Zeng

引用次数: 0

A Synthetic Route Towards Spiro Indanone Fused Pyrano[2,3-c]Chromene Derivatives via Oxa–Diels–Alder Reaction: Computational Investigation, Antibacterial Evaluation and Molecular Docking Studies as Potential DNA Gyrase Inhibitors 通过Oxa-Diels-Alder反应合成螺旋吲哚酮融合吡喃[2,3-c]铬烯衍生物：计算研究、抗菌评价和潜在DNA旋切酶抑制剂的分子对接研究

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-10-24 DOI: 10.1002/jhet.4926

Jasmine Panda, Beli Brahma, Sabita Nayak, Seetaram Mohapatra, Bishnu Prasad Raiguru, Saiprakash Rout, Sonali Priyadarshini Parida, Kaushal Naithani

{"title":"A Synthetic Route Towards Spiro Indanone Fused Pyrano[2,3-c]Chromene Derivatives via Oxa–Diels–Alder Reaction: Computational Investigation, Antibacterial Evaluation and Molecular Docking Studies as Potential DNA Gyrase Inhibitors","authors":"Jasmine Panda, Beli Brahma, Sabita Nayak, Seetaram Mohapatra, Bishnu Prasad Raiguru, Saiprakash Rout, Sonali Priyadarshini Parida, Kaushal Naithani","doi":"10.1002/jhet.4926","DOIUrl":"https://doi.org/10.1002/jhet.4926","url":null,"abstract":"<div>\u0000 \u0000 A highly efficient method for the synthesis of 2′H-spiro[indene-2,3′-pyrano[2,3-c]chromene] derivatives 20(a–s) has been developed involving oxa–Diels–Alder reaction as the key step under conventional conditions in good to excellent yields. The compounds were all characterized using 1H, 13C NMR, HRMS, and X-ray crystallography. The present study employs DFT to validate the reaction pathway. In vitro antibacterial assay of all the synthesized derivatives was evaluated against Gram-negative Escherichia coli and Gram-positive Staphylococcus aureus bacterial strains. Compound 20e was found to be the most potent molecule with ZI of 19 mm and MIC of 16 μg mL−1 in E. coli and ZI of 14 mm and MIC of 32 μg mL−1 in S. aureus. Additionally, 20e demonstrated a strong inhibition of DNA gyrase in silico, with a binding affinity of −9.3 and − 9.0 kcal/mol in E. coli and S. aureus respectively. Also, significant pharmacokinetic, physicochemical, and drug-like properties of the spirocyclic compounds were further corroborated by ADME investigations. Hence, these new series of spiro indanone fused pyrano[2,3-c]chromene derivatives may be potent druggable antibacterial agents in future.\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 1","pages":"99-121"},"PeriodicalIF":2.0,"publicationDate":"2024-10-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143118654","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

A Brief Review on Different Reactions of Rhodanine 罗丹宁的不同反应综述

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-10-23 DOI: 10.1002/jhet.4924

Paramita Das, Suman Ray

{"title":"A Brief Review on Different Reactions of Rhodanine","authors":"Paramita Das, Suman Ray","doi":"10.1002/jhet.4924","DOIUrl":"https://doi.org/10.1002/jhet.4924","url":null,"abstract":"<div>\u0000 \u0000 2-Thioxo-4-thiazolidinone which is trivially known as rhodanine is a five-membered heterocycle, containing a sulfur and nitrogen atom at 1 and 3 positions, respectively. It is a very attractive class of compounds, because derivatization of rhodanine yields a number of molecules having multifarious application in medicinal chemistry and biology. There are many molecules derived from rhodanine which are already being used commercially as drug molecules. So owing to the importance of rhodanine in the field of medicinal chemistry and biology, a comprehensive review familiarizing different derivatives of the parent molecule rhodanine and their syntheses is highly warranted. In this review, we have broadly categorized the reactions of rhodanine as; (a) Knoevenagel condensation through the C-5 active methylene group with carbonyl compounds, (b) nucleophilic attack on thioxo group at position 2 of rhodanine by aliphatic amines, (c) thioxo to oxo conversion, and (d) all other reactions. So far, to the best of our knowledge, no such literature which accounts for all the different kinds of reactions of rhodanine is reported. Here, we have not only presented the reactions schemes from various literatures, but we have discussed about the advantages and inadequacies of that particular catalytic processes. Moreover, at the end of this article we have given our own critical analysis on these literature reports, based on our understanding and experience.\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 1","pages":"78-98"},"PeriodicalIF":2.0,"publicationDate":"2024-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143118357","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

A Novel Rhodamine-Tetraphenylporphyrin Fluorescence Probe for Imaging Mercury In Vitro and In Vivo 一种新型罗丹明-四苯基卟啉荧光探针用于体外和体内汞成像

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-10-21 DOI: 10.1002/jhet.4922

Ling Li, Yinuo Yao, Xiaowan Wang, Yaoqi Yu, Tailong Ji, Han Li, Yi Li, Yuanyuan Liu

{"title":"A Novel Rhodamine-Tetraphenylporphyrin Fluorescence Probe for Imaging Mercury In Vitro and In Vivo","authors":"Ling Li, Yinuo Yao, Xiaowan Wang, Yaoqi Yu, Tailong Ji, Han Li, Yi Li, Yuanyuan Liu","doi":"10.1002/jhet.4922","DOIUrl":"https://doi.org/10.1002/jhet.4922","url":null,"abstract":"<div>\u0000 \u0000 A highly selective fluorescent sensor Por-RBO for determination of Hg2+ was designed and synthesized with Rhodamine B and Tetraphenylporphyrin. The sensor can determine the Hg2+ of a solution within the pH 5.0–8.0, free from interference of other metal ions. When detected in buffer solution, the fluorescence was the strongest when five times the concentration of Hg2+ ion was added. Calculated by fluorescence titration method, the detection limit of sensor Por-RBO for Hg2+ ion was as low as 0.12 μmol/L. The geometries of Por-RBO and Por-RBO-Hg2+ were optimized at the B3LYP/6-31G** level by density functional theory. The charge distribution, orbital interactions, and bonding characteristics were analyzed and compared in detail to discuss the recognition mechanism and structure–fluorescence property relationships. The results of cell fluorescence imaging and CCK-8 experiments indicate that the sensor Por-RBO exhibits lower cytotoxicity. Por-RBO can be used for fluorescence distribution imaging of Hg2+ in living cells.\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 1","pages":"65-77"},"PeriodicalIF":2.0,"publicationDate":"2024-10-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143117738","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

Regioselective Synthesis of Imidazo[4,5-e][1,3]Thiazino[3,2-b][1,2,4]Triazines as New Heterocyclic System Derivatives 咪唑[4,5-e][1,3]噻唑[3,2-b][1,2,4]三嗪类杂环衍生物的区域选择性合成

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-10-21 DOI: 10.1002/jhet.4925

Alexei N. Izmest'ev, Vladimir V. Baranov, Natalya G. Kolotyrkina, Angelina N. Kravchenko, Galina A. Gazieva

引用次数: 0