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Electrochemically Promoted Multicomponent Approach for the Synthesis of trans-2,3-Dihydrobenzofuran Derivatives and Study of Their DNA Cleavage and Anticancer Activity 电化学促进的多组分法合成反式-2,3-二氢苯并呋喃衍生物及其DNA切割和抗癌活性研究
IF 1.9 4区 化学
ChemistrySelect Pub Date : 2025-04-22 DOI: 10.1002/slct.202500425
Anshra Nousheen, Dr. Somarapu Vijaya Laxmi
{"title":"Electrochemically Promoted Multicomponent Approach for the Synthesis of trans-2,3-Dihydrobenzofuran Derivatives and Study of Their DNA Cleavage and Anticancer Activity","authors":"Anshra Nousheen,&nbsp;Dr. Somarapu Vijaya Laxmi","doi":"10.1002/slct.202500425","DOIUrl":"https://doi.org/10.1002/slct.202500425","url":null,"abstract":"<p>A one-pot, electrochemical, multicomponent tandem synthesis of <i>trans</i>-2,3-dihydrobenzofuran derivatives is reported. Using a protic solvent in an undivided cell under mild, catalyst-free conditions, the obtained substrate yields are of 85%–93%. This electrochemical approach offers an attractive alternative to conventional synthetic methods, providing an environmentally friendly route for diastereoselective tandem synthesis. Among the synthesized compounds, ten were selected for evaluation of DNA cleavage activity. Compounds <b>4a</b>, <b>4b</b>, <b>4f</b>, and <b>5c</b> demonstrated notable DNA cleavage activity. Additionally in vitro anticancer activity studied on three human cell lines includes human breast cancer cell line (MCF-7), human cervical cancer cell line (HeLa), and human leukemia cancer cell line (K-562), among the five evaluated compounds <b>4f</b> showed lower activity, while derivatives <b>4e</b>, <b>4g,</b> and <b>5d</b> exhibited enhanced activity. Notably, compound <b>5c</b> demonstrated significant activity across all three cell lines.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 16","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-04-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143861554","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}
引用次数: 0
Bio-Inspired 3D Substrates for Efficient Interfacial Solar Steam Generation: FeNi Nanoparticles-Coated Wood Sponge and Pine Cone for Sustainable Desalination 高效界面太阳能蒸汽产生的生物启发3D基板:FeNi纳米颗粒-可持续海水淡化涂覆的木质海绵和松果
IF 1.9 4区 化学
ChemistrySelect Pub Date : 2025-04-22 DOI: 10.1002/slct.202500243
Halimeh-Sadat Sajjadizadeh, Prof. Elaheh K. Goharshadi, Reyhaneh Dehghani
{"title":"Bio-Inspired 3D Substrates for Efficient Interfacial Solar Steam Generation: FeNi Nanoparticles-Coated Wood Sponge and Pine Cone for Sustainable Desalination","authors":"Halimeh-Sadat Sajjadizadeh,&nbsp;Prof. Elaheh K. Goharshadi,&nbsp;Reyhaneh Dehghani","doi":"10.1002/slct.202500243","DOIUrl":"https://doi.org/10.1002/slct.202500243","url":null,"abstract":"<p>Interfacial solar steam generation (ISSG) is an emerging technology for sustainable water production, harnessing solar energy to desalinate seawater and treat wastewater. However, the development of efficient, cost-effective photothermal materials for these systems remains a challenge. This study investigates the use of FeNi nanoparticles (NPs) coated on bio-inspired substrates—wood sponge (WS) and pine cone (PC)—for ISSG. These substrates, enhanced for their high porosity and hydrophilicity, facilitate water transport via capillary action, whereas the FeNi NPs improve light absorption and photothermal conversion. Results show that both PC/FeNi and WS/FeNi demonstrate high evaporation efficiencies, with PC/FeNi outperforming WS/FeNi in terms of evaporation flux and stability across multiple cycles. The PC-based device achieved a solar evaporation flux of 1.73 kg m<sup>2</sup> h⁻¹ and an efficiency of 97.59% under 1 sun illumination, showing promise for large-scale desalination. Furthermore, both photoabsorbers effectively reduced ion concentrations in seawater, meeting WHO drinking water standards. This study highlights the potential of bio-inspired, 3D structured substrates like PC for efficient and sustainable ISSG applications.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 16","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-04-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143861608","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}
引用次数: 0
Theoretical Assignments of Vanadyl(II) Sulfate Complexes of Vitamin C, Vitamin B2, and Vitamin B3 as Potential Inhibitors Against Cytokine as Targets of Immune-Mediated Inflammatory Diseases 维生素C、维生素B2和维生素B3的硫酸钒基配合物作为细胞因子潜在抑制剂作为免疫介导的炎症性疾病靶点的理论指派
IF 1.9 4区 化学
ChemistrySelect Pub Date : 2025-04-22 DOI: 10.1002/slct.202405747
Amnah Mohammed Alsuhaibani, Sonam Shakya, Moamen S. Refat
{"title":"Theoretical Assignments of Vanadyl(II) Sulfate Complexes of Vitamin C, Vitamin B2, and Vitamin B3 as Potential Inhibitors Against Cytokine as Targets of Immune-Mediated Inflammatory Diseases","authors":"Amnah Mohammed Alsuhaibani,&nbsp;Sonam Shakya,&nbsp;Moamen S. Refat","doi":"10.1002/slct.202405747","DOIUrl":"https://doi.org/10.1002/slct.202405747","url":null,"abstract":"<p>Recent advancements in understanding immune-mediated inflammatory diseases (IMIDs) have highlighted the potential of targeted treatments. Cytokines and their receptors are prime candidates for drug development due to their critical roles in immunity, making them promising therapies for various immune-related conditions. However, cytokines face challenges in clinical use, including short blood half-lives and significant side effects due to low specificity and poor biodistribution. The TNF (tumor necrosis factor) receptor, involved in apoptosis and inflammation, is a notable target among the TNF superfamily. The TNF-α receptor and the BAFF receptor are particularly significant in the context of IMIDs. Additionally, vitamins have been found to restore the ability of certain cells to produce specific cytokines, underscoring their potential role in managing these diseases. This study aims to evaluate the binding affinity or chemical bonding strength of vitamins (Vit. C, Vit. B2, Vit. B3) and their synthesized vanadyl(II) complexes with the TNF-α receptor (PDB ID: 1TNF) and the BAFF receptor (PDB ID: 4ZCH) using AutoDock Vina. Density Functional Theory (DFT) and Time-Dependent Density Functional Theory (TD-DFT) calculations were performed using the B3LYP functional with the 6–311G++ and LanL2DZ basis sets. This study examined optimized geometries, molecular electrostatic potential (MEP) maps, key molecular properties, and HOMO-LUMO energy gaps.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 16","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-04-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143861648","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}
引用次数: 0
A Review on Drug Discovery of Phthalimide Analogues as Emerging Pharmacophores: Synthesis and Biological Potential 邻苯二甲酸亚胺类似物作为新兴药效团的药物发现综述:合成与生物学潜力
IF 1.9 4区 化学
ChemistrySelect Pub Date : 2025-04-22 DOI: 10.1002/slct.202405580
Manreet Kaur, Dr. Shivali Sharma, Dr. Divya Utreja
{"title":"A Review on Drug Discovery of Phthalimide Analogues as Emerging Pharmacophores: Synthesis and Biological Potential","authors":"Manreet Kaur,&nbsp;Dr. Shivali Sharma,&nbsp;Dr. Divya Utreja","doi":"10.1002/slct.202405580","DOIUrl":"https://doi.org/10.1002/slct.202405580","url":null,"abstract":"<p>Phthalimide is a heterocyclic compound containing a nitrogen atom and two carbonyl groups which form the basis for the synthesis of various natural and synthetic products that are employed in the realms of medicinal chemistry and agrochemicals. It is exploited for synthetic purposes, drug modification and as an agent against various pests due to its versatile structure that offers ease in modifications and effectiveness at a molecular level in biological systems. Incorporating phthalimide with other heterocyclic moieties such as triazole, benzimidazole and piperazine impart consequential structural modifications prompting diversification of repercussions in living systems. This review article seeks to highlight recent achievements in research based on phthalimide compounds stemming from their synthesis followed by their assessment as potent antifungal, antibacterial, antitumor, antioxidant and various other biological agents, and discusses its further potential.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 16","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-04-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143861650","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}
引用次数: 0
Adsorptive Removal of Residual Antibiotics Pollutants from Waste Solutions Using Gamma-Induced Preparation of Nanocomposites Based on Sodium Alginate and Nano Bovine Serum Albumin 海藻酸钠-纳米牛血清白蛋白复合材料吸附去除废液中残留抗生素污染物
IF 1.9 4区 化学
ChemistrySelect Pub Date : 2025-04-21 DOI: 10.1002/slct.202406060
Shaimaa M. Nasef, Mai M Mohamed, Ghada A. Mahmoud, Tarek Mansour Mohamed
{"title":"Adsorptive Removal of Residual Antibiotics Pollutants from Waste Solutions Using Gamma-Induced Preparation of Nanocomposites Based on Sodium Alginate and Nano Bovine Serum Albumin","authors":"Shaimaa M. Nasef,&nbsp;Mai M Mohamed,&nbsp;Ghada A. Mahmoud,&nbsp;Tarek Mansour Mohamed","doi":"10.1002/slct.202406060","DOIUrl":"https://doi.org/10.1002/slct.202406060","url":null,"abstract":"<p>Pollution of wastewater with used antibiotics is one of the biggest environmental problems. The main objective of this paper is to contribute to solving this problem by preparing nanocomposites of sodium alginate/acrylic acid and bovine serum albumin nanoparticles (NALG-g-PAc/nBSA) using gamma radiation techniques as a clean source of cross-linking and initiation. BSA nanoparticles were synthesized utilizing the desolvation method and the TEM image confirmed the nBSA was prepared in the range of 7.8 nm. The hydrogels and their nanocomposites were investigated utilizing FTIR spectroscopy, SEM patterns, and XRD, which revealed the entrapment of bovine serum albumin nanoparticles within the produced hydrogel matrix. Swelling studies demonstrated that NALG-g-PAc/nBSA nanocomposites have the highest swelling % reaching 4400% after 6 h of equilibrium time. The adsorption studies illustrated a superior adsorption capacity for removing residue hazardous and toxic antibiotic resistance bacteria, ceftriaxone sodium antibiotic (CFA), which reached 90.2%. The kinetic and isotherm studies of adsorption confirmed that the nanocomposites follow the pseudo-first-order and the Freundlich models, respectively. The thermodynamic analysis demonstrated that the adsorption process is spontaneous and endothermic. The results revealed that the NALG-g-PAc/nBSA nanocomposite is an excellent absorbent for removing hazardous and toxic CFA antibiotic resistance bacteria (ARB) from waste solutions. The novelty of this study is its low cost and easy preparation, as well as its high efficiency toward polluted antibiotics.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 16","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-04-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143853054","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}
引用次数: 0
Degradation of p-Toluene Sulfonic Acid–Choline Chloride Deep Eutectic Solvent 对甲苯磺酸-氯化胆碱深度共晶溶剂的降解作用
IF 1.9 4区 化学
ChemistrySelect Pub Date : 2025-04-21 DOI: 10.1002/slct.202405130
Dr. Wonseok Yang, Dr. James T. M. Amphlett, Nayoung Kim, Dr. Richard I. Foster, Prof. Sungyeol Choi
{"title":"Degradation of p-Toluene Sulfonic Acid–Choline Chloride Deep Eutectic Solvent","authors":"Dr. Wonseok Yang,&nbsp;Dr. James T. M. Amphlett,&nbsp;Nayoung Kim,&nbsp;Dr. Richard I. Foster,&nbsp;Prof. Sungyeol Choi","doi":"10.1002/slct.202405130","DOIUrl":"https://doi.org/10.1002/slct.202405130","url":null,"abstract":"<p>The deep eutectic solvent (DES) formed between choline chloride (ChCl) and para-toluenesulfonic acid monohydrate (pTSA) is considered to be a promising solvent for green solvometallurgical processes. However, concerns regarding the green credentials of this DES and potential degradation pathways releasing toxic hydrochloric acid (HCl) remain. Here we report on the degradation of the ChCl-pTSA DES via the liberation of HCl gas. Dynamic thermogravimetric analysis – quadrupole mass spectrometry (TGA-QMS)(RT – 200 °C) confirmed both the loss of moisture, through dehydration, and the release of HCl, which was confirmed due to the presence of two peaks at 36 (HCl<sup>35</sup>) and 38 (HCl<sup>37</sup>). Isothermal TGA-QMS confirmed the release of HCl occurred at as low as 40 °C, the typical synthesis temperature of this DES, implying that HCl will be released no matter the operational temperature. Degradation led to the ChCl:pTSA solidifying, rendering it unusable as a solvent. Both TGA-QMS and subsequent <sup>1</sup>H NMR indicated no further degradation products were produced with the solid degradation product concluded to be choline tosylate. This degradation renders the classification of this mixture as a ‘green and sustainable solvent’ questionable, and further questions the use of acidic hydrogen bond donors as DES precursors.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 16","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-04-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/slct.202405130","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143853056","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Hydrothermal–Ultrasonication Synthesis of NiFe2O4 Nanospheres for Temperature-Controlled Xylene Gas Sensor 用于温控二甲苯气体传感器的水热-超声合成 NiFe2O4 纳米球
IF 1.9 4区 化学
ChemistrySelect Pub Date : 2025-04-21 DOI: 10.1002/slct.202500146
Supriya Tripathy, Jolina Rodrigues, Navinchandra Gopal Shimpi
{"title":"Hydrothermal–Ultrasonication Synthesis of NiFe2O4 Nanospheres for Temperature-Controlled Xylene Gas Sensor","authors":"Supriya Tripathy,&nbsp;Jolina Rodrigues,&nbsp;Navinchandra Gopal Shimpi","doi":"10.1002/slct.202500146","DOIUrl":"https://doi.org/10.1002/slct.202500146","url":null,"abstract":"<p>The present study covers nickel ferrite (NiFe<sub>2</sub>O<sub>4</sub>) as an efficient material for sensing of xylene gas. Blend technique (hydrothermal and ultrasonication) was adopted for the fabrication of NiFe<sub>2</sub>O<sub>4</sub> nanospheres due to control over temperature, pressure, and acoustic waves. NiFe<sub>2</sub>O<sub>4</sub> were discovered to be very specific for the detection of xylene gas. The surface, functional group, size, and stability with optical properties of NiFe<sub>2</sub>O<sub>4</sub> nanospheres were examined using various techniques (XRD, FT-IR, XPS, BET, FESEM, and EDS). After being subjected to a variety of gases (acetone gas, ammonia, benzene, LPG, chlorine, and carbon monoxide), the NiFe<sub>2</sub>O<sub>4</sub> nanospheres were found to be very specific for the detection of xylene. The sensing of xylene for 70 ppm was perform at different temperature ranges (25, 50, 75, 100, and 150 °C). Maximal response at 68.5% was observed at 29.3 and 36.5 s of response and recovery time for xylene at 70 ppm. 70 days of reproducibility was noted for NiFe<sub>2</sub>O<sub>4</sub>. Xylene gas was found to be reactive with the surface of NiFe<sub>2</sub>O<sub>4</sub> nanospheres. Specificity toward xylene gas involves numerous factors such as improved magnetic characteristics, surface charge, particle size, operating conditions, and enhanced electronic properties.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 16","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-04-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143852758","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}
引用次数: 0
Molecular Modeling, Cheminformatics Analysis, and Synthesis of Trifluoromethylated Aromatic Sulfonamides as Putative Inhibitors of Cholesteryl Ester Transfer Protein 三氟甲基化芳香磺胺作为胆固醇酯转移蛋白抑制剂的分子建模、化学信息学分析和合成
IF 1.9 4区 化学
ChemistrySelect Pub Date : 2025-04-21 DOI: 10.1002/slct.202405697
Reema Abu Khalaf, Rawan Hamadah, Nataly Abu Ajamieh, Rima Hajjo, Mahmoud Al-Sha'er, Dima Sabbah
{"title":"Molecular Modeling, Cheminformatics Analysis, and Synthesis of Trifluoromethylated Aromatic Sulfonamides as Putative Inhibitors of Cholesteryl Ester Transfer Protein","authors":"Reema Abu Khalaf,&nbsp;Rawan Hamadah,&nbsp;Nataly Abu Ajamieh,&nbsp;Rima Hajjo,&nbsp;Mahmoud Al-Sha'er,&nbsp;Dima Sabbah","doi":"10.1002/slct.202405697","DOIUrl":"https://doi.org/10.1002/slct.202405697","url":null,"abstract":"<p>Elevated lipid profile is a major risk factor for diseases like dyslipidemia. Cholesteryl ester transfer protein (CETP) inhibitors are explored for their potential to raise HDL and lower LDL, offering a promising approach to reducing cardiovascular risk. In this study, a series of <i>ortho</i>- and <i>meta</i>-trifluoromethylated sulfonamides <b>6a-6t</b> were synthesized and evaluated for their CETP inhibitory activity at 10 µM concentration. Compounds <b>6a-6t</b> featured various aromatic substituents, positioned at different sites. Results revealed that compound <b>6f</b> demonstrated the highest inhibitory efficacy, achieving a 100% inhibition. CETP inhibition was compared to computational models <b>Hypo-1</b> and <b>Hypo-1-shaped</b> to predict potential biological efficacy. The findings indicate that electron-withdrawing groups, particularly Cl and NO₂, significantly enhance CETP inhibitory potency, especially when located at the <i>ortho</i> or <i>meta</i> positions. These compounds exhibited a strong correlation between <b>Hypo-1</b> activity and % inhibition, suggesting improved interaction with CETP. In contrast, methyl electron-donating substitutions resulted in lower activity, indicating their inadequacy for this scaffold. Further cheminformatics analyses based on molecular descriptors indicated that <b>6f</b> has enhanced lead-like and drug-like properties in comparison to the second most potent compound <b>6i</b> (82%). Developing new compounds with CETP inhibitory properties shows promise for future interventions to regulate lipid profiles.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 16","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-04-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143852786","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}
引用次数: 0
A Novel Method for Preparation of Dibenzoxanthenes; Reaction of 2-Naphthols with an Allylic Alcohol Under Bismuth Triflate Catalyst 制备二苯并氧杂蒽的新方法;2-萘酚与烯丙基醇在三氟化铋催化剂作用下的反应
IF 1.9 4区 化学
ChemistrySelect Pub Date : 2025-04-21 DOI: 10.1002/slct.202501529
Dr. Maki Minakawa, Syuya Sato
{"title":"A Novel Method for Preparation of Dibenzoxanthenes; Reaction of 2-Naphthols with an Allylic Alcohol Under Bismuth Triflate Catalyst","authors":"Dr. Maki Minakawa,&nbsp;Syuya Sato","doi":"10.1002/slct.202501529","DOIUrl":"https://doi.org/10.1002/slct.202501529","url":null,"abstract":"<p>A novel method for the preparation of dibenzoxanthene was described. The reaction of 2-naphthols with an allylic alcohol in the presence of a bismuth triflate catalyst under air gave the corresponding dibenzoxanthenes in good yields. The reaction intermediates and reaction pathways in the bismuth-catalyzed reaction of 2-naphthol with 2-methylprop-2-en-1-ol were determined by <sup>1</sup>H-NMR analysis. Under similar reaction conditions, 2-naphthol was reacted with various aldehydes to afford the corresponding dibenzoxanthenes in good yields.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 16","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-04-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143853053","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}
引用次数: 0
Facile, Metal-free, Highly Para-Selective Room Temperature Monobromination of Aniline Analogs 苯胺类似物的简便、无金属、高副选择性室温单溴反应
IF 1.9 4区 化学
ChemistrySelect Pub Date : 2025-04-21 DOI: 10.1002/slct.202500544
Dr. Pakorn Bovonsombat, Amber Hocks, Phutawan Kittithanaluk, Jing Ting We, Pratheep Khanthapura, Dr. Sirirat Choosakoonkriang, Nattawadee Srikamhom, Fahsai Ploymanee
{"title":"Facile, Metal-free, Highly Para-Selective Room Temperature Monobromination of Aniline Analogs","authors":"Dr. Pakorn Bovonsombat,&nbsp;Amber Hocks,&nbsp;Phutawan Kittithanaluk,&nbsp;Jing Ting We,&nbsp;Pratheep Khanthapura,&nbsp;Dr. Sirirat Choosakoonkriang,&nbsp;Nattawadee Srikamhom,&nbsp;Fahsai Ploymanee","doi":"10.1002/slct.202500544","DOIUrl":"https://doi.org/10.1002/slct.202500544","url":null,"abstract":"<p>A highly <i>para</i>-selective, room temperature, direct bromination of aniline and analogs with <i>N</i>-bromosuccinimide is reported herein. Benzylic bromination was not observed in substrates with competing benzylic hydrogens. Cyano, amide, ester, carboxylic acid, methoxy, <i>N</i>-alkyl and <i>N</i>,<i>N</i>-dialkyl groups, morpholine, and piperazine rings were tolerated. Gram-scale reaction was demonstrated with selected substrates. This <i>para</i>-selective bromination methodology was used in our one-pot sequential chlorination and iodination demonstrative synthesis of mixed dihalo- and trihalo-aniline analogs. The <i>ortho</i>-<i>para</i> transition states and the corresponding sigma complexes’ energy differences were determined to account for the high para-selectivity of aniline bromination. Both differences are comparable in values, but the energy difference for the sigma complexes is slightly greater than the energy difference of the transition states.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 16","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-04-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143852787","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}
引用次数: 0
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