Tetrahedron Green Chem最新文献_第3页

Sodium dispersion-mediated reductive dimerization of benzylic halides for symmetrical bibenzyls: Column-free applications to natural products 钠分散介导的苄基卤化物还原二聚反应制备对称联苄：天然产品的无柱应用

Tetrahedron Green Chem Pub Date : 2024-08-30 DOI: 10.1016/j.tgchem.2024.100052

Bubwoong Kang , Tatsuro Imamura , Tetsuya Satoh

{"title":"Sodium dispersion-mediated reductive dimerization of benzylic halides for symmetrical bibenzyls: Column-free applications to natural products","authors":"Bubwoong Kang , Tatsuro Imamura , Tetsuya Satoh","doi":"10.1016/j.tgchem.2024.100052","DOIUrl":"10.1016/j.tgchem.2024.100052","url":null,"abstract":"<div><p>We report a method for the synthesis of symmetrical bibenzyls by the reductive dimerization of benzylic halides using sodium dispersion (SD). SD, a reagent consisting of sodium particles dispersed in mineral oil, has recently attracted attention as a safer but more reactive source of sodium than sodium lump. We have found that the reductive dimerization of benzylic halides proceeds within 1 h at room temperature in tetrahydrofuran (THF) solvent using SD as a reducing agent. This method is highly sustainable for the synthesis of symmetrical bibenzyls since it uses sodium, which is abundant on earth. As the SD-derived mineral oil in the crude product can be readily removed, three natural products were synthesized on a gram scale without the need for column chromatography. The utility of this reaction was also exemplified by a decagram-scale reaction using 2-methyltetrahydrofuran, known as a green alternative solvent to THF.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"4 ","pages":"Article 100052"},"PeriodicalIF":0.0,"publicationDate":"2024-08-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223124000177/pdfft?md5=974f8d91370aea55b9080da717002992&pid=1-s2.0-S2773223124000177-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142136573","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Pd-catalysed one-pot and three-component sequential chemoselective double cross-coupling: Synthesis of novel 2-aryl-1,3-azoles from 4-bromophenyl tosylate 钯催化的单锅和三组分顺序化学选择性双交叉偶联：从对甲苯磺酰 4-溴苯合成新型 2-芳基-1,3-唑

Tetrahedron Green Chem Pub Date : 2024-07-20 DOI: 10.1016/j.tgchem.2024.100051

Imamhusen Jamadar , Athmanand Anchi , Sunita Kurahatti , Vinod S. Jadhav , Shruti S. Malunavar , Rajesh G. Kalkhambkar , Mahaveer D. Kurkuri

{"title":"Pd-catalysed one-pot and three-component sequential chemoselective double cross-coupling: Synthesis of novel 2-aryl-1,3-azoles from 4-bromophenyl tosylate","authors":"Imamhusen Jamadar , Athmanand Anchi , Sunita Kurahatti , Vinod S. Jadhav , Shruti S. Malunavar , Rajesh G. Kalkhambkar , Mahaveer D. Kurkuri","doi":"10.1016/j.tgchem.2024.100051","DOIUrl":"10.1016/j.tgchem.2024.100051","url":null,"abstract":"<div><p>One of the principles of green and sustainable chemistry is to use green solvents and one-pot synthetic methods which can eliminate the need for drawn-out separation procedures, purification of intermediate compounds, and the production of waste by-products. Considering these concepts of green and sustainable chemistry, an efficient and novel chemoselective one-pot strategy has been developed for the novel synthesis of 2-Aryl-1,3-azoles <em>via</em> Suzuki and Heck cross-coupling reactions via C-2 arylation of azoles under the discriminate temperature using an ionic liquid as green solvent, promoter and ligand. The chemoselective one-pot synthesis, wide substrate scope, moderate to excellent isolated yield of pure products, mild reaction conditions and recycling/reuse of ionic liquid are highlights of this work.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"4 ","pages":"Article 100051"},"PeriodicalIF":0.0,"publicationDate":"2024-07-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223124000165/pdfft?md5=83298baeb1565f71e0c2df6bace58243&pid=1-s2.0-S2773223124000165-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141851570","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Organobase catalyzed synthesis of pyranopyrazoles with X-ray crystallography, docking and ADME studies 有机碱催化合成吡喃吡唑及 X 射线晶体学、对接和 ADME 研究

Tetrahedron Green Chem Pub Date : 2024-07-14 DOI: 10.1016/j.tgchem.2024.100050

Md. Musawwer Khan , Bhoomika Singh , Anam Arif , Saigal , Subash C. Sahoo

{"title":"Organobase catalyzed synthesis of pyranopyrazoles with X-ray crystallography, docking and ADME studies","authors":"Md. Musawwer Khan , Bhoomika Singh , Anam Arif , Saigal , Subash C. Sahoo","doi":"10.1016/j.tgchem.2024.100050","DOIUrl":"10.1016/j.tgchem.2024.100050","url":null,"abstract":"<div><p>An organobase assisted approach is adopted to synthesize pyranopyrazole derivatives in one pot. Three-component condensation reaction of 3-methylpyrazolin-5-ones, aromatic aldehydes and malononitrile were catalyzed by 5 mol% of 4-dimethylaminopyridine (DMAP) in ethanol at room temperature. Key aspects of this approach are simple filtration without the need of time-consuming column purification; good yields; cost-effectiveness and use of easily available solid organo-base as a catalyst. A broad substrate scope and variety of functional group tolerance permit diversity generation in a one pot operation. In silico, molecular-docking studies of the compounds were performed with anti-inflammatory active drugs <em>i.e. indomethacin</em> and <em>celecoxib</em> and the compounds were also studied for their pharmacokinetic properties absorption, distribution, metabolism, and excretion (ADME). The results obtained for most of the synthesized compounds are promising and all of them comply well satisfying the Lipinski rule of 5 (RO5) with 0 violation.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"4 ","pages":"Article 100050"},"PeriodicalIF":0.0,"publicationDate":"2024-07-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223124000153/pdfft?md5=ae89f53e86e94845b5ee25e5c6f88d4f&pid=1-s2.0-S2773223124000153-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141638200","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Mesoporous MPC@TMG, a basic heterogeneous organocatalyst in C–C/C–N bond forming reactions: Tandem multicomponent synthesis of 5-amino-pyrazole-4-carbonitriles and 1H-Pyrazolo [1,2-b] phthalazine-5, 10-dione derivatives under sustainable reaction conditions 介孔 MPC@TMG，C-C/C-N 键形成反应中的一种碱性异相有机催化剂：在可持续反应条件下串联多组分合成 5-氨基吡唑-4-甲腈和 1H-Pyrazolo [1,2-b] phthalazine-5, 10-dione 衍生物

Tetrahedron Green Chem Pub Date : 2024-06-28 DOI: 10.1016/j.tgchem.2024.100049

Atif Mustafa, Nazia Zameer, Nida Khan, Zeba N. Siddiqui

{"title":"Mesoporous MPC@TMG, a basic heterogeneous organocatalyst in C–C/C–N bond forming reactions: Tandem multicomponent synthesis of 5-amino-pyrazole-4-carbonitriles and 1H-Pyrazolo [1,2-b] phthalazine-5, 10-dione derivatives under sustainable reaction conditions","authors":"Atif Mustafa, Nazia Zameer, Nida Khan, Zeba N. Siddiqui","doi":"10.1016/j.tgchem.2024.100049","DOIUrl":"https://doi.org/10.1016/j.tgchem.2024.100049","url":null,"abstract":"<div><p>A metal-free, effective, and sustainable protocol has been developed to carry out C–N and C–C bond-forming reactions leading to the formation of 5-amino-pyrazole-4-carbonitriles and 1H-pyrazolo [1,2-b] phthalazine-5, 10-dione derivatives via a tandem multicomponent reaction using mesoporous MPC@TMG as a basic heterogeneous organocatalyst. The reactions were performed in aqueous medium at room temperature. The synthesized organocatalyst MPC@TMG was characterized by numerous spectroscopic techniques such as Fourier Transform Infrared (FTIR), Powder X-ray diffraction (PXRD), Brunauer-Emmett-Teller (BET), Scanning Electron Microscope (SEM), Energy Dispersive X-ray (EDX), elemental mapping, and Thermal Gravimetric (TG) analyses. MPC@TMG displayed excellent catalytic potential, high thermochemical stability, and reusability for up to eight catalytic runs and offered the title compounds in excellent yields (>90 %) in a short reaction time (6–15 min). The synthesized compounds were characterized through FTIR, <sup>1</sup>H, and <sup>13</sup>C Nuclear Magnetic Resonance (NMR) spectroscopy. The use of water as a green solvent, the generality of the method, easy catalyst recovery, a simple work-up procedure, and zero involvement of any metal are the key features of the present protocol making it green and sustainable for the synthesis of the desired heterocycles and is supported by the calculations for green metrics parameters.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"4 ","pages":"Article 100049"},"PeriodicalIF":0.0,"publicationDate":"2024-06-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223124000141/pdfft?md5=767c7d9bf3bd3a1538fa3ab55658a738&pid=1-s2.0-S2773223124000141-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141483668","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Recent advances in the catalytic applications of tin dioxide-based materials in the synthesis of bioactive heterocyclic compounds 催化应用二氧化锡基材料合成生物活性杂环化合物的最新进展

Tetrahedron Green Chem Pub Date : 2024-06-23 DOI: 10.1016/j.tgchem.2024.100048

Bhaskarjyoti Borah , Sushmita Banerjee , Bharat Kumar Allam

引用次数: 0

Oxidative coupling of furfural with alcohols to 2-alkyl-3-(2-furyl) acroleins using Li-ion battery waste based LiNiaMnbCocOd/graphite catalyst 使用基于锂离子电池废料的镍钴锰酸锂/石墨催化剂将糠醛与醇氧化偶联成 2-烷基-3-(2-糠基)丙烯醛

Tetrahedron Green Chem Pub Date : 2024-06-01 DOI: 10.1016/j.tgchem.2024.100046

Ananda S. Amarasekara , Ambar B. Shrestha , Deping Wang

{"title":"Oxidative coupling of furfural with alcohols to 2-alkyl-3-(2-furyl) acroleins using Li-ion battery waste based LiNiaMnbCocOd/graphite catalyst","authors":"Ananda S. Amarasekara , Ambar B. Shrestha , Deping Wang","doi":"10.1016/j.tgchem.2024.100046","DOIUrl":"https://doi.org/10.1016/j.tgchem.2024.100046","url":null,"abstract":"<div><p>Carbon number upgrading of bio-furans by coupling with other renewable feedstocks is an attractive approach for producing renewable fuel and polymer feedstocks. In this work, used Li-ion battery waste based low cost catalyst was shown as an alternative to expensive noble metal catalysts for coupling furfural with alcohols to give 2-alkyl-3-(2-furyl) acroleins. The catalyst was prepared by pyrolyzing the black electrode coating from 18650 Li-ion cells in a used laptop battery at 600 °C in air. Highest furfural conversions of 72.6, 83.6, 100.0 and 95.4 % were observed for 1-propanol, 1-butanol, 1-pentanol and 1-hexanol respectively, using 0.6 mmol LiOH/mmol of furfural and using 25 mg/mmol of furfural catalyst loading, 0.345 MPa O<sub>2</sub>, 110 °C for 4.0 h. However, recycling of LiNi<sub>a</sub>Mn<sub>b</sub>Co<sub>c</sub>O<sub>d</sub>/graphite catalyst showed significant loss in catalytic activity in four cycles of reuse. A reaction scheme involving oxidation of alcohols to aldehydes followed by base catalyzed aldol condensation was proposed to explain the coupling to give 2-alkyl-3-(2-furyl) acroleins.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"3 ","pages":"Article 100046"},"PeriodicalIF":0.0,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223124000116/pdfft?md5=fa918238c69993c04698bad0aebe06e7&pid=1-s2.0-S2773223124000116-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141322895","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Potential of Nanocellulose for Microplastic removal: Perspective and challenges 纳米纤维素去除微塑料的潜力：前景与挑战

Tetrahedron Green Chem Pub Date : 2024-05-23 DOI: 10.1016/j.tgchem.2024.100045

Dian Burhani , Vincent S.D. Voet , Rudy Folkersma , Dina Maniar , Katja Loos

{"title":"Potential of Nanocellulose for Microplastic removal: Perspective and challenges","authors":"Dian Burhani , Vincent S.D. Voet , Rudy Folkersma , Dina Maniar , Katja Loos","doi":"10.1016/j.tgchem.2024.100045","DOIUrl":"10.1016/j.tgchem.2024.100045","url":null,"abstract":"<div><p>The omnipresence of microplastic pollution in the environment has become a main challenge in recent years. One of the primary concerns is the ecotoxicological impact of microplastics on marine ecosystems, as well as the potential risk to humans related to the accumulation of microplastics in the body. Although it has not yet been scientifically proven, their presence in drinking water is a main concern. Studies have shown various strategies and new material development approaches for effectively removing microplastics. Recently, nanocellulose has emerged as a promising bionanomaterial for wastewater treatment. The purpose of this review is to introduce the potential of nanocellulose for microplastic removal. This study consists of three main points: the synthesis method of nanocellulose, the fundamentals of nanocellulose, and the use of these materials for capturing and removing microplastics. In addition, the potential of nanocellulose for antifouling has also been demonstrated. We also provide information regarding the source, fate, and transportation of microplastics in the environment and how to detect them to obtain a better understanding of how microplastics behave and ultimately end up in drinking water systems. Furthermore, we also discuss major challenges and future perspectives concerning the applications of nanocellulose-based materials in microplastic removal. Overall, nanocellulose is a versatile material and further research should be carried out to explore nanocellulose potential to meet the specific requirements for microplastic removal.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"3 ","pages":"Article 100045"},"PeriodicalIF":0.0,"publicationDate":"2024-05-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223124000104/pdfft?md5=a4e76ea07cdb54da03a98e9c39eec5c6&pid=1-s2.0-S2773223124000104-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141144039","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

The Ugi reaction as the green alternative towards active pharmaceutical ingredients 乌基反应是活性药物成分的绿色替代品

Tetrahedron Green Chem Pub Date : 2024-05-23 DOI: 10.1016/j.tgchem.2024.100044

Eirini Fotopoulou , Paraskevi Kleio Anastasiou , Christina Tomza , Constantinos G. Neochoritis

引用次数: 0

Chemoselective hydrogenation of nitroarenes over highly active 3D-COF derived Co-nanocarbon catalyst 高活性 3D-COF 衍生共碳纳米管催化剂对硝基烯烃的化学选择性加氢反应

Tetrahedron Green Chem Pub Date : 2024-05-15 DOI: 10.1016/j.tgchem.2024.100043

Nidhi Garg, Arpita Hazra Chowdhury, Basker Sundararaju

{"title":"Chemoselective hydrogenation of nitroarenes over highly active 3D-COF derived Co-nanocarbon catalyst","authors":"Nidhi Garg, Arpita Hazra Chowdhury, Basker Sundararaju","doi":"10.1016/j.tgchem.2024.100043","DOIUrl":"10.1016/j.tgchem.2024.100043","url":null,"abstract":"<div><p>This study unveils a novel approach by efficiently loading earth-abundant cobalt onto a covalent organic framework (COF) for catalyzing the hydrogenation of nitroarenes to aryl amines. The synthesized Co@NC650 nanocomposites exhibit enhanced graphitization and catalytic performance, attributed to synergistic interactions between cobalt and the carbon matrix. The Co@NC650 The resulting material is thoroughly characterized using techniques such as PXRD, XPS, FE-SEM, TEM, and FT-IR. Utilizing this synthesized catalyst, a chemoselective reduction of nitroarenes to corresponding amines is demonstrated under relatively mild conditions, employing molecular hydrogen as sole reductant without any additives or bases. The methodology delivers high yields and exhibits tolerance towards wide range of functional groups. The chemoselective hydrogenation is achieved even in the presence of other potentially reducible functional groups such as ketones, carboxylic acids, amides, sulphonamides, and chalcones. Selected examples showcasing the synthesis of biologically important amines are presented. Furthermore, the proposed catalyst demonstrates reusability without any loss of activity.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"3 ","pages":"Article 100043"},"PeriodicalIF":0.0,"publicationDate":"2024-05-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223124000086/pdfft?md5=b482fda4a955b758b280575303da610f&pid=1-s2.0-S2773223124000086-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141039487","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

K2CO3-catalyzed highly efficient O and N-acylation under mild conditions 温和条件下 K2CO3 催化的高效 O 和 N-酰化反应

Tetrahedron Green Chem Pub Date : 2024-05-03 DOI: 10.1016/j.tgchem.2024.100041

Haiyang Wang , Jing Lu , Mingjiang Wu , Yumei Zhang

引用次数: 0