Tetrahedron Green ChemPub Date : 2024-06-01Epub Date: 2024-05-23DOI: 10.1016/j.tgchem.2024.100044
Eirini Fotopoulou , Paraskevi Kleio Anastasiou , Christina Tomza , Constantinos G. Neochoritis
{"title":"The Ugi reaction as the green alternative towards active pharmaceutical ingredients","authors":"Eirini Fotopoulou , Paraskevi Kleio Anastasiou , Christina Tomza , Constantinos G. Neochoritis","doi":"10.1016/j.tgchem.2024.100044","DOIUrl":"https://doi.org/10.1016/j.tgchem.2024.100044","url":null,"abstract":"<div><p>Α sustainable access to therapeutics is today imperative. More than ever, synthetic organic chemistry has to embrace all aspects of green chemistry. The utility of multicomponent reactions especially the Ugi reaction is an established approach in drug discovery. Their diversity, speed and effectiveness, combined with their compatibility with the green chemistry principles, render this type of chemistry very often an alternative to the multistep linear synthetic pathways to active pharmaceutical ingredients. This critical review compares green metrics, such as E-factor (environmental factor), AE (atom economy) and PMI (process mass intensity) factors, of the industrial and MCR syntheses of six well-known commercial drugs.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"3 ","pages":"Article 100044"},"PeriodicalIF":0.0,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223124000098/pdfft?md5=a37a07f5d786455452343161aa06862e&pid=1-s2.0-S2773223124000098-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141095049","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}
Tetrahedron Green ChemPub Date : 2024-06-01Epub Date: 2024-03-07DOI: 10.1016/j.tgchem.2024.100039
Yasutomo Yamamoto, Jinka Sho, Kiyoshi Tomioka
{"title":"Racemic total synthesis of oxomaritidine by iodobenzene-catalyzed oxidative phenolic coupling under mild reaction conditions","authors":"Yasutomo Yamamoto, Jinka Sho, Kiyoshi Tomioka","doi":"10.1016/j.tgchem.2024.100039","DOIUrl":"10.1016/j.tgchem.2024.100039","url":null,"abstract":"<div><p>A hypervalent iodine-catalyzed phenolic coupling reaction of norbelladine derivatives was examined with a catalytic amount of iodobenzene and <em>meta</em>-chloroperbenzoic acid as the terminal oxidant. The addition of acetic acid dramatically accelerated the reaction rate even at room temperature, and the cyclized products were successfully obtained under mild reaction conditions. The methods were applicable to the racemic total synthesis of oxomaritidine.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"3 ","pages":"Article 100039"},"PeriodicalIF":0.0,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223124000049/pdfft?md5=68f6db33d9faeb6453a4e48619788b37&pid=1-s2.0-S2773223124000049-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140071610","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}
Tetrahedron Green ChemPub Date : 2024-06-01Epub Date: 2024-05-23DOI: 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":"2024-06-01","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}
{"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":"2024-06-01","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}
Tetrahedron Green ChemPub Date : 2024-06-01Epub Date: 2024-06-09DOI: 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}
Tetrahedron Green ChemPub Date : 2024-06-01Epub Date: 2024-02-12DOI: 10.1016/j.tgchem.2024.100036
Jessica Michalke , Dominik Böhm , Fabian Schmiedbauer , Julia Felicitas Schwarz , Lukas Stefan Vogl , Stephan Bartling , Nils Rockstroh , Christoph Topf
{"title":"A robust, versatile, and reusable heterogeneous hydrogenation catalyst based on a simple Ni(II) diimine complex and its application to the syntheses of amines","authors":"Jessica Michalke , Dominik Böhm , Fabian Schmiedbauer , Julia Felicitas Schwarz , Lukas Stefan Vogl , Stephan Bartling , Nils Rockstroh , Christoph Topf","doi":"10.1016/j.tgchem.2024.100036","DOIUrl":"10.1016/j.tgchem.2024.100036","url":null,"abstract":"","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"3 ","pages":"Article 100036"},"PeriodicalIF":0.0,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223124000013/pdfft?md5=420fa9878b6d1139236e3fa6e3b6f763&pid=1-s2.0-S2773223124000013-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139816757","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}
Tetrahedron Green ChemPub Date : 2024-06-01Epub Date: 2024-05-03DOI: 10.1016/j.tgchem.2024.100042
Daniel D. Ta, Ernesto Rodriguez, Sergei V. Dzyuba
{"title":"Glycols as novel solvents for synthesis of squaraine dyes","authors":"Daniel D. Ta, Ernesto Rodriguez, Sergei V. Dzyuba","doi":"10.1016/j.tgchem.2024.100042","DOIUrl":"https://doi.org/10.1016/j.tgchem.2024.100042","url":null,"abstract":"<div><p>Glycols are non-volatile, non-flammable solvents for efficient, facile, and environmentally benign syntheses of various types of symmetric and non-symmetric squaraine dyes, thus providing a viable alternative to conventionally used n-butanol/toluene system.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"3 ","pages":"Article 100042"},"PeriodicalIF":0.0,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223124000074/pdfft?md5=10bf155395d3a6c9e3ea6390459e90c4&pid=1-s2.0-S2773223124000074-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140878597","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}
Tetrahedron Green ChemPub Date : 2024-06-01Epub Date: 2023-12-16DOI: 10.1016/j.tgchem.2023.100033
Giovanna Bosica, Roderick Abdilla
{"title":"DABCO-Amberlyst®15: A versatile heterogeneous catalyst in the multicomponent synthesis of tetrahydronaphthalenes and tetrahydroquinolines","authors":"Giovanna Bosica, Roderick Abdilla","doi":"10.1016/j.tgchem.2023.100033","DOIUrl":"10.1016/j.tgchem.2023.100033","url":null,"abstract":"<div><p>Bicyclic <em>ortho-</em>amino carbonitriles (tetrahydronaphthalenes) are crucial in their role to develop other heterocyclic compounds such as dicyanoanilines which can be used in optical electronic (optronic) devices. Tetrahydronaphthalenes can be obtained via the four-component reaction of malononitrile (2 equivalents), a cyclic ketone and an aldehyde. On the other hand, 5,6-substituted-2-amino-3-cyanopyridines (tetrahydroquinolines) have been found to be potent anti-cancer, anti-hypertensive, anti-microbial and anti-inflammatory agents. The synthesis of such compounds is directly linked by the single reactant replacement (SRR) technique because they derive from the combination of malononitrile, a cyclic ketone, an aldehyde and ammonium acetate as a nitrogen source. In this study, the activity of the heterogeneous metal-free catalyst DABCO supported on Amberlyst® 15 was explored in relation to the synthesis of both mentioned scaffolds. To the best of our knowledge, there are no instances in the literature where this has been achieved using the same catalyst, furthermore a novel successful DABCO-Amberlyst®15 catalysed one-pot sequential combination of multicomponent reactions (MCR<sup>2</sup>) was also reported.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"3 ","pages":"Article 100033"},"PeriodicalIF":0.0,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223123000328/pdfft?md5=4d62b28ed837d0af8dfd605eddc80eb7&pid=1-s2.0-S2773223123000328-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138989662","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}
Jessica Michalke, Dominik Böhm, Fabian Schmiedbauer, Julia Felicitas Schwarz, Lukas Stefan Vogl, Stephan Bartling, N. Rockstroh, Christoph Topf
{"title":"A robust, versatile, and reusable heterogeneous hydrogenation catalyst based on a simple Ni(II) diimine complex and its application to the syntheses of amines","authors":"Jessica Michalke, Dominik Böhm, Fabian Schmiedbauer, Julia Felicitas Schwarz, Lukas Stefan Vogl, Stephan Bartling, N. Rockstroh, Christoph Topf","doi":"10.1016/j.tgchem.2024.100036","DOIUrl":"https://doi.org/10.1016/j.tgchem.2024.100036","url":null,"abstract":"","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"8 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139876681","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Tetrahedron Green ChemPub Date : 2023-12-01Epub Date: 2023-08-02DOI: 10.1016/j.tgchem.2023.100021
Amar G. Deshmukh , Vyoma Mistry , Abhishek Sharma , Paresh N. Patel
{"title":"Green and sustainable bio-synthesis of gold nanoparticles using Aspergillus Trinidadensis VM ST01: Heterogeneous catalyst for nitro reduction in water","authors":"Amar G. Deshmukh , Vyoma Mistry , Abhishek Sharma , Paresh N. Patel","doi":"10.1016/j.tgchem.2023.100021","DOIUrl":"https://doi.org/10.1016/j.tgchem.2023.100021","url":null,"abstract":"<div><p>In this study, a gold nanoparticles (GNPs) have been successfully fabricated by the bio reduction route using soil extract <em>Aspergillus trinidadensis</em> (VM ST01’ OL587588) fungi as a reducing and capping agent without any solvent interference. The GNPs were grown and stabilized by a two-step one-pot method, without any influence of chemical reactants. Characteristics of prepared GNPs were investigated using various microscopic and spectroscopic techniques. GNPs were roughly spherical in shape. Water dispersion study of GNPs has shown a stable dispersion in a broad range of 2–12 pH. The stirring and precursor salt concentration has influenced the kinetics involved in the fabrication process. Stoichiometric data has shown 3.5 × 10<sup>20</sup> gold atoms per gram of biomass with diameters of around 35 nm, as determined with High-Resolution Transmission Electron Microscopy (HR-TEM). Zeta potential and Powder X-Ray Diffraction (P-XRD) studies have elucidated the crystalline nature of GNPs. Presence of participating functional groups were examined with Fourier Transform Infra-Red Spectroscopy (FT-IR). Synthesized GNPs were analyzed for surface morphology by Scanning Electron Microscope (SEM). The thermal stability of the lyophilized GNPs sample and capping of the particle were evaluated with Thermo-Gravimetric Analysis (TGA) and had a residual mass of 25% at 306 °C. The <em>Aspergillus trinidadensis</em> capped GNPs have been demonstrated as an efficient heterogeneous catalyst (AtGNHC) for the reduction of 4-Nitrophenol as a model substrate in water. An isolated yield (>95%) of the reduced product in 4 h has shown the effectiveness of the prepared catalyst.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"2 ","pages":"Article 100021"},"PeriodicalIF":0.0,"publicationDate":"2023-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49730579","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}