{"title":"Solvent-free Simplistic Synthesis of Bis(indolyl) Methanes Using Tulsion®-8052 MP Resin","authors":"Suhas Sadaphal, Sanjay Gaikwad, Shubham Dagale, Suryakant Sapkal, Pratibha Randhavane, Jaishree Gawai","doi":"10.2174/0115701786318532240722113525","DOIUrl":"https://doi.org/10.2174/0115701786318532240722113525","url":null,"abstract":": Tulsion®-8052 MP cation resin catalyst accelerates chemical reaction by creating a suitable environment for the aldehyde and indole reactants to interact and form desired product bis(indolyl) methanes in solvent-free room temperature conditions. The uniqueness of this catalytic method is that it is eco-friendly, recyclable, selective, and operates on a variety of functional groups with good to excellent yield at room temperature conditions without the use of any hazardous solvents, high temperature, and inert atmosphere.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"30 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-08-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141943358","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}
{"title":"Microwave-assisted Synthesis and Reactivity of Some Novel Chromenopyridine Derivatives Bearing 2,4-Diamino-3-Carbonitrile Moieties","authors":"Amira Trabelsi, Emna khdhiri, Souhir Abid, Lujain M. Althobaiti, Houcine Ammar","doi":"10.2174/0115701786316461240801065332","DOIUrl":"https://doi.org/10.2174/0115701786316461240801065332","url":null,"abstract":": In the current study, we reported a cost-effective, simple strategy for the synthesis and reactivity of a novel series of chromenopyridine derivatives involving 2,4-diamino-3-carbonitrile moieties. These new compounds were synthesized in good yields from malononitrile and various chromene derivatives as a precursor, which was prepared by the reduction of iminocoumarin derivatives. The formed iminocoumarin was obtained by Knoevenagel condensation from malononitrile and different aromatic aldehydes. These novel chromenopyridine derivatives were further reacted with triethyl orthoformate under microwave irradiation to afford the final compounds, namely \"chromenopyridine formimidate.\" The structures of all molecules were characterized by FT-IR, 1H NMR, 13C NMR, and elemental analysis.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"62 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-08-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141943366","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}
{"title":"Synthesis, Spectral Characterization, Molecular Docking Studies, and Biological Evaluation of Pyranoquinolinyl Acrylic Acid (PQAA) Diastereomers as Antibacterial Agents Promoted by Indium (III) Triflate in 1-Butyl-3-Methylimidazolium Tetrafluoroborate Ionic Liquid","authors":"K. venkatapathy, C. J. Magesh","doi":"10.2174/0115701786333234240725110033","DOIUrl":"https://doi.org/10.2174/0115701786333234240725110033","url":null,"abstract":"In the present investigation, we report the multistep synthesis of pyranoquinolinyl acrylic acid (PQAA)/furoquinolinyl acrylic acid (FQAA) diastereomers via perkin condensation and reduction, followed by one-pot inverse electron demand Diels-Alder reaction among 2,3 dihydropyran, amine, and aromatic aldehyde mediated by indium (III) triflate in 1-butyl-3-methylimidazolium tetrafluoroborate (In(OTf)3/ [bmim]BF4) at 25.0-27.0oC. The pyranoquinolinyl acrylic acid/furoquinolinyl acrylic acid diastereomers were evaluated for their in vitro antibacterial activity. Molecular docking studies were carried out employing iGEMDOCK software to evaluate the mode of binding between UDP-N-acetylenolpyruvoyl glucosamine reductase and PQAA adducts. All the pyranoquinolinyl/ furoquinolinyl/tetrahydro-cyclopentaquinolinyl acrylic acid (PQAA/FQAA/CPQAA) diastereomers were thoroughly characterized by NMR, FT-IR, mass spectral, and CHN analysis.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"11 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-07-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141865564","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}
{"title":"Semisynthesis and DFT Study of New Michael Adducts using (E)-Α-Atlantone, Isolated from Cedrus Atlantica Essential Oil","authors":"Rida Nejjari, Maryam Bashir, Houria Raji, Bouchra Es-Sounni, Mohamed Adardour, Farhan Siddique, Mohamed Bakhouch, Abdelkrim Mouzdahir, Ahmed Benharref, Noureddine Mazoir, Samir Chtita","doi":"10.2174/0115701786321643240709114001","DOIUrl":"https://doi.org/10.2174/0115701786321643240709114001","url":null,"abstract":": This work is devoted to the synthesis of divers Michael adducts from (E)-α-atlantone as an α,β-unsaturated ketone isolated from Cedrus atlantica essential oil. The (E)-α-atlantone is subjected to ethyl cyanoacetate, phenylmagnesium bromide, and ethanol to produce the corresponding 1,4-Michael adducts in good yields. The conjugate addition of the appropriate reagents onto (E)-α-atlantone proceeds in a regiospecific manner, closely governed by the nucleophilicity of the reagents as well as their stereospecific blocking. The structure of the obtained Michael adducts is established using NMR (1H & 13C) spectroscopy and elemental analysis. Likewise, the DFT method was utilized to comprehend the molecular properties, stability, and reactivity of the investigated compounds, as well as to explain the proposed mechanism. The computed outcomes are in good agreement with the experimental data.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"2013 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141737257","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}
{"title":"N-Alkylation of Amines Utilizing Magnetic Nano Chitosan Functionalized with EDTA/Co(II)","authors":"Farzaneh Ebrahimzadeh","doi":"10.2174/0115701786308650240705072830","DOIUrl":"https://doi.org/10.2174/0115701786308650240705072830","url":null,"abstract":"This research work has explored the application of a magnetic catalyst composed of coreshell nanoparticles [Fe3O4@SiO2@CS@EDTA/Co(II)], known as NCM@EDTA/Co(II), in the conversion of various alcohols containing electron-donating or electron-withdrawing groups into their respective secondary or primary amine derivatives. The investigation has focused on optimizing reaction conditions by considering factors, such as the inclusion of a base, duration of reaction time, reaction temperature, catalyst quantity, and choice of transition metal, in order to determine the optimal parameters. The most favorable outcomes have been achieved by using 0.2 mmol of catalyst per 1 mmol of substrate under reflux conditions for a duration ranging from 3 to 24 hours. The reaction has demonstrated high efficiency, with the catalyst's easy separation via an external magnetic field, stability, and recyclability, highlighting its potential applications in chemistry and industrial environments.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"1 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-07-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141587105","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}
{"title":"Synthesis of 4-hydroxyquinoline-2(1H)-ones Based on Ag(I)-catalyzed Carbon Dioxide Fixation on 2-alknylanilines","authors":"Xin-Yu Lin, Guo-Jun Chen, Su-Zhe Wu, Ke-Xuan Xu, Xiao-Tian Zhang, Qi Feng","doi":"10.2174/0115701786302455240603070018","DOIUrl":"https://doi.org/10.2174/0115701786302455240603070018","url":null,"abstract":": 4-Hydroxyquinoline-2(1H)-ones exhibit multiple biological activities, and studying their synthetic methods is of great significance. In the presence of tetramethylguanidine and silver nitrate, 4-hydroxyquinoline-2(1H)-ones were efficiently synthesized from 2-ethynylanilines and carbon dioxide under atmospheric pressure. The reaction conditions, such as types of silver catalysts and reaction solvents, were optimized, and the applicability of the substrate was preliminarily investigated. This method provides an alternative pathway for the synthesis of 4-hydroxyquinoline-2(1H)-ones and the conversion and utilization of carbon dioxide.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"35 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-06-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141530305","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}
{"title":"Utilizing NCP@PO(OH)2 as a Core-Shell Magnetic Nano-Catalyst for the Conversion of β-Hydroxy Nitrile to α,β-Unsaturated Carboxylic Acid","authors":"Farzaneh Ebrahimzadeh","doi":"10.2174/0115701786307956240522081438","DOIUrl":"https://doi.org/10.2174/0115701786307956240522081438","url":null,"abstract":": The synthesis of α,β-unsaturated compounds is crucial in organic chemistry, especially in drug discovery and pharmaceutical development. In this study, NCP@POCl2-x (Fe3O4@SiO2@chitosan@POCl2-x) has been introduced as a new, environmentally friendly, and highly efficient heterogeneous magnetic nanocatalyst for the synthesis of α,β-unsaturated carboxylic acids. This catalyst facilitates the in situ transformation of POCl2-x to PO(OH)2 in the presence of water, effectively converting β-hydroxy nitriles into α,β-unsaturated carboxylic acids through a specific mechanism involving water and heat. The reactions display notable regioselectivity, leading to high-purity products and quantitative yields. NCP@PO(OH)2 exhibits heterogeneity, magnetic properties, straightforward recovery, and outstanding performance, making it a valuable catalyst for efficient and selective transformations of β-hydroxy nitriles. Additionally, it can be easily separated from the mixture of reactions using external magnetic forces.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"38 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-05-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141197322","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}
Gabriel de Oliveira Costa, Victor Facchinetti, Gabriel Oliveira Guimarães Fernandes, Alexandra Mitidieri Bastos Mol Pimentel, Claudia Regina Brandão Gomes, James Lewis Wardell, Solange Maria Silva Veloso Wardell, Marcus Vinicius De Souza
{"title":"Ultrasound-assisted Synthesis of β-(N-arylamino)Acrylates Derivatives, Key Intermediates of Biopotent Compounds","authors":"Gabriel de Oliveira Costa, Victor Facchinetti, Gabriel Oliveira Guimarães Fernandes, Alexandra Mitidieri Bastos Mol Pimentel, Claudia Regina Brandão Gomes, James Lewis Wardell, Solange Maria Silva Veloso Wardell, Marcus Vinicius De Souza","doi":"10.2174/0115701786305078240521085708","DOIUrl":"https://doi.org/10.2174/0115701786305078240521085708","url":null,"abstract":": β-(N-arylamino)acrylates are building blocks of great industrial interest as they allow the obtention of a variety of heterocyclic substances, such as quinoline and pyridone derivatives. Therefore, the development of new methodologies for the synthesis of these substances is still of interest. In this work, fourteen β-(N-arylamino)acrylates were synthesized in a multigram scale from the reaction of mono- and di-substituted anilines with diethyl ethoxymethylenemalonate by sonochemistry (US) and the results compared to those obtained by conventional heating. The use of the US brought many benefits to these syntheses, including faster reactions and increased yields. The crystal structure of diethyl 2-(((2-chloro-5-nitrophenyl)amino)methylene)malonate is also reported.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"44 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-05-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141197409","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}
{"title":"Corrigendum to: Review on Pyrazole Hybrids as Anti-microbial Agents","authors":"Tanvi Goel, Naman Jain, Deepali Bansode","doi":"10.2174/157017862107240520155030","DOIUrl":"https://doi.org/10.2174/157017862107240520155030","url":null,"abstract":"Similar affiliation error appeared in the author's affiliation in the article entitled “Review on Pyrazole Hybrids as Anti-microbial Agents”, published in Letters in Organic Chemistry, 2024, 21(4), 320-332 [1]. <p> Details of the error and a correction are provided here. <p> Original: <P> Author Affiliation: <sup>1</sup>Department of Pharmaceutical Chemistry, Bharati Vidyapeeth (Deemed to be) University, Poona College of Pharmacy, Pune, India; <sup>2</sup>Department of Pharmaceutical Chemistry, Bharati Vidyapeeth (Deemed to be) University, Poona College of Pharmacy, Pune, India <p> Corrected: <p> Author Affiliation: <sup>1</sup>Department of Pharmaceutical Chemistry, Bharati Vidyapeeth (Deemed to be) University, Poona College of Pharmacy, Pune, India <p> We regret the error and apologize to readers. <p> The original article can be found online at https://www.eurekaselect.com/article/133287","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"19 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-05-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141147312","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}
Kishor B. Phatangare, Yatin U. Gadkari, Savita B. Lomte, Simren S. Salim, Vikas N. Telvekar
{"title":"Thiamine Hydrochloride: A Highly Efficient Organo-Catalyst for the One-Pot Synthesis of 2, 4, 5-Triaryl Imidazole Derivatives","authors":"Kishor B. Phatangare, Yatin U. Gadkari, Savita B. Lomte, Simren S. Salim, Vikas N. Telvekar","doi":"10.2174/0115701786268343240427050351","DOIUrl":"https://doi.org/10.2174/0115701786268343240427050351","url":null,"abstract":": In this study, we have developed an expeditious and efficient method for the synthesis of 2,4,5–triaryl imidazole derivatives using thiamine hydrochloride as a catalyst. The one-pot, solventfree- multicomponent reaction of an aromatic/heterocyclic aldehyde with benzyl and ammonium acetate at reflux conditions leads to the formation of title compounds in extremely good yields. This protocol offers several features, such as safe, simple, atom efficient, economical, mild conditions, minimum waste, easy work-up procedures, shorter reaction time (40-45 min), catalyst recyclability, etc. The developed methodology is operationally simple and eco-friendly.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"31 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140934439","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}