Current organic synthesis最新文献

{"title":"Synthesis of 5-(trifluoroacetyl)imidazoles from Bromoenones and Benzimidamides <i>via</i> Aza-Michael Initiated Ring Closure Reaction.","authors":"Alexey R Romanov, Evgeniy V Kondrashov, Sergey V Zinchenko","doi":"10.2174/1570179420666230420100643","DOIUrl":"10.2174/1570179420666230420100643","url":null,"abstract":"<p><strong>Introduction: </strong>A simple method for the preparation of 5-(trifluoroacetyl)imidazoles was elaborated.</p><p><strong>Methods: </strong>The reaction of trifluoromethyl(α-bromoalkenyl)ketones with benzimidamides was employed to afford the target heterocycles in good yields.</p><p><strong>Results: </strong>The assembly of imidazole core proceeds <i>via</i> aza-Michael adduct formation followed by intramolecular nucleophilic substitution and spontaneous aromatization as an oxidation sequence.</p><p><strong>Conclusion: </strong>The yields of target imidazoles can be improved by the use of soft oxidizing agents.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":"195-209"},"PeriodicalIF":1.8,"publicationDate":"2024-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9385697","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":"Emerging Aspects of Triazole in Organic Synthesis: Exploring its Potential as a Gelator.","authors":"Rabecca Jenifer Vasanthan, Sheersha Pradhan, Mohan Das Thangamuthu","doi":"10.2174/1570179420666221010094531","DOIUrl":"10.2174/1570179420666221010094531","url":null,"abstract":"<p><p>Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC) - commonly known as the \"click reaction\" - serves as the most effective and highly reliable tool for facile construction of simple to complex designs at the molecular level. It relates to the formation of carbon heteroatomic systems by joining or clicking small molecular pieces together with the help of various organic reactions such as cycloaddition, conjugate addition, ring-opening, etc. Such dynamic strategy results in the generation of triazole and its derivatives from azides and alkynes with three nitrogen atoms in the five-membered aromatic azole ring that often forms gel-assembled structures having gelating properties. These scaffolds have led to prominent applications in designing advanced soft materials, 3D printing, ion sensing, drug delivery, photonics, separation, and purification. In this review, we mainly emphasize the different mechanistic aspects of triazole formation, which includes the synthesis of sugar-based and non-sugar-based triazoles, and their gel applications reported in the literature for the past ten years, as well as the upcoming scope in different branches of applied sciences.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":"456-512"},"PeriodicalIF":1.8,"publicationDate":"2024-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"33499777","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":"Design, Synthesis, QSAR Studies, and Molecular Modeling of Some Novel Bis Methyl 2-[3-(benzo[d]thiazol-2-yl)-2-terephthaloyl-bis-4-oxo-thiazolidin- 5-ylidene]acetates and Screening of their Antioxidant and Enzyme Inhibition Properties.","authors":"Muhammad Naseem, Hummera Rafique, Muhammad Tayyab, Aamer Saeed, Amara Mumtaz","doi":"10.2174/1570179421666230905094559","DOIUrl":"10.2174/1570179421666230905094559","url":null,"abstract":"<p><strong>Introduction: </strong>Benzothiazolamine-based bisthiourea precursors were prepared in good yields. These bisthiourea derivatives were cyclized into symmetrical Bis Methyl 2-[3-(benzothiazol- 2-yl)-2-terephthaloyl-bis-4-oxo-thiazolidin-5-ylidene]acetates, by their condensation with (DMAD) dimethyl but-2-meditate in the presence of dry methanol.</p><p><strong>Materials and methods: </strong>All these compounds were evaluated for their biological applications. Antioxidant activities were performed by adopting a DPPH radical assay, and an <i>in vitro</i> enzyme inhibition assay was performed to investigate their enzyme inhibitory potential against butyrylcholinesterase (BChE) and acetylcholinesterase (AChE).</p><p><strong>Results: </strong>Molecular modeling and QSAR studies were performed to monitor the binding propensity of imidathiazolidinone derivatives with enzymes and DNA. Also, electronic and steric descriptors were calculated to determine the effect of structure on the activity of imidathiazolidinone derivatives.</p><p><strong>Conclusion: </strong>The characterization of all the synthesized compounds was done by their physical data, FT-IR, NMR and elemental analysis.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":"917-927"},"PeriodicalIF":1.7,"publicationDate":"2024-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10153499","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":"Scale-up of Sodium Persulfate Mediated, Nitroxide Catalyzed Oxidative Functionalization Reactions.","authors":"Katrina E Doherty, Arturo L Sandoval, Fabrizio Politano, Mason L Witko, Chelsea M Schroeder, William P Brydon, Geoffrey P Wadey, Kristiane K Ohlhorst, Nicholas E Leadbeater","doi":"10.2174/1570179421666230831105337","DOIUrl":"10.2174/1570179421666230831105337","url":null,"abstract":"<p><strong>Background: </strong>Oxidation is a valuable tool in preparative organic chemistry. Oxoammonium salts and nitroxides have proven valuable as reagents and catalysts in this endeavor.</p><p><strong>Objective: </strong>The objective of this study is to scale up the oxidative amidation, ester formation, and nitrile formation using nitroxide as an organocatalyst.</p><p><strong>Methods: </strong>Oxidative functionalization reactions were scaled from the 1 mmol to the 1 mole level. Sodium persulfate was used as the primary oxidant, and a nitroxide was employed as a catalyst. The products of the reactions were isolated in analytically pure form by extraction with no need for column chromatography.</p><p><strong>Results: </strong>The oxidative amidation and esterification of aldehydes can be scaled up from 1 mmol to 1 mole effectively, with comparable product yields being obtained at each increment. This work shows that conditions developed on a small scale can be transferred to a larger scale without reoptimization. The oxidative functionalization of aldehydes to prepare nitriles is not amenable to direct scale-up due to the concomitant formation of significant quantities of the corresponding carboxylic acid, thereby compromising the product yield.</p><p><strong>Conclusion: </strong>Two of the three oxidative transformations studied here can be scaled up successfully from the 1 mmol to the 1 mole level.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":"941-946"},"PeriodicalIF":1.7,"publicationDate":"2024-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10132066","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":"The Golden Spice for Life: Turmeric with the Pharmacological Benefits of Curcuminoids Components, Including Curcumin, Bisdemethoxycurcumin, and Demethoxycurcumins.","authors":"Mohamad Hesam Shahrajabian, Wenli Sun","doi":"10.2174/1570179420666230607124949","DOIUrl":"10.2174/1570179420666230607124949","url":null,"abstract":"<p><strong>Background: </strong>Turmeric (<i>Curcuma longa</i> L.), belonging to the Zingiberaceae family, is a perennial rhizomatous plant of tropical and subtropical regions. The three major chemical components responsible for the biological activities of turmeric are curcumin, demethoxycurcumin, and bisdemethoxycurcumin.</p><p><strong>Methods: </strong>The literature search included review articles, analytical studies, randomized control experiments, and observations, which have been gathered from various sources, such as Scopus, Google Scholar, PubMed, and ScienceDirect. A review of the literature was carried out using the keywords: turmeric, traditional Chinese medicine, traditional Iranian medicine, traditional Indian medicine, curcumin, curcuminoids, pharmaceutical benefits, turmerone, demethoxycurcumin, and bisdemethoxycurcumin. The main components of the rhizome of the leaf are α-turmerone, β-turmerone, and arturmerone.</p><p><strong>Results: </strong>The notable health benefits of turmeric are antioxidant activity, gastrointestinal effects, anticancer effects, cardiovascular and antidiabetic effects, antimicrobial activity, photoprotector activity, hepatoprotective and renoprotective effects, and appropriate for the treatment of Alzheimer's disease and inflammatory and edematic disorders.</p><p><strong>Discussion: </strong>Curcuminoids are phenolic compounds usually used as pigment spices with many health benefits, such as antiviral, antitumour, anti-HIV, anti-inflammatory, antiparasitic, anticancer, and antifungal effects. Curcumin, bisdemethoxycurcumin, and demethoxycurcumin are the major active and stable bioactive constituents of curcuminoids. Curcumin, which is a hydroponic polyphenol, and the main coloring agent in the rhizomes of turmeric, has anti-inflammatory, antioxidant, anti-cancer, and anticarcinogenic activities, as well as beneficial effects for infectious diseases and Alzheimer's disease. Bisdemethoxycurcumin possesses antioxidant, anti-cancer, and anti-metastasis activities. Demethoxycurcumin, which is another major component, has anti-inflammatory, antiproliferative, and anti-cancer activities and is the appropriate candidate for the treatment of Alzheimer's disease.</p><p><strong>Conclusion: </strong>The goal of this review is to highlight the health benefits of turmeric in both traditional and modern pharmaceutical sciences by considering the important roles of curcuminoids and other major chemical constituents of turmeric.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":"665-683"},"PeriodicalIF":1.8,"publicationDate":"2024-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9592403","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":"Isocyanide-based Multicomponent Reactions (IMCRs) in Water or Aqueous Biphasic Systems.","authors":"Chitteti Divyavani, Pannala Padmaja, Pedavenkatagari Narayana Reddy","doi":"10.2174/1570179420666230330170845","DOIUrl":"10.2174/1570179420666230330170845","url":null,"abstract":"<p><strong>Background: </strong>Isocyanide is an intriguing one-carbon synthon that is frequently employed in a variety of carbon-carbon and carbon-heteroatom bond-forming reactions. Isocyanide-based multicomponent reactions (IMCRs) are effective synthetic tools in organic synthesis for the preparation of complex heterocyclic molecules. The IMCRs in water have become an attractive research direction, enabling simultaneous growth of both IMCRs and green solvents towards ideal organic synthesis.</p><p><strong>Objective: </strong>The goal of this review is to provide a general overview of IMCRs in water or biphasic aqueous systems for accessing various organic molecules, as well as an examination of their benefits and mechanistic insights.</p><p><strong>Conclusion: </strong>High atom economies, mild reaction conditions, high yields, and catalyst-free processes are crucial features of these IMCRs in water or biphasic aqueous systems.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":"140-165"},"PeriodicalIF":1.8,"publicationDate":"2024-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9227782","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 and Cytotoxic Activity of Quinazoline-benzofuran Conjugates.","authors":"Yixin Liu, Nanting Zou, Minxin Li, Chunping Wan, Zewei Mao","doi":"10.2174/1570179420666230623113535","DOIUrl":"10.2174/1570179420666230623113535","url":null,"abstract":"<p><strong>Aims: </strong>In order to study on structure-activity relationships of benzofurans.</p><p><strong>Background: </strong>Benzofuran is a kind of natural compound widely existing in nature with pharmacological effects. The development of new anticancer benzofuran derivatives has attracted more and more attention.</p><p><strong>Methods: </strong>We have introduced an active quinazoline unit into piperazine-substituted benzofuran, prepared a series of quinazoline-benzofuran compounds, and evaluated cytotoxic activity against a panel of human tumor cell lines by MTT assay.</p><p><strong>Results: </strong>48 novel quinazoline-substituted benzofuran derivatives have been prepared, and <i>in vitro</i>, cytotoxic activity against five human tumor cell lines was evaluated. The results indicated that some quinazoline-benzofuran conjugates showed selective inhibitory activity against tumor cell lines.</p><p><strong>Conclusion: </strong>We have found that compound 14x displayed excellent cytotoxic activity, which could be considered a potential anticancer agent.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":"928-940"},"PeriodicalIF":1.7,"publicationDate":"2024-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10042284","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":"Pyrazoline and Analogs: Substrate-based Synthetic Strategies.","authors":"Himanshu Singh, Rajnish Kumar, Avijit Mazumder","doi":"10.2174/1570179421666230822100043","DOIUrl":"10.2174/1570179421666230822100043","url":null,"abstract":"<p><p>Among the many reports published on strategies applicable to synthesizing pyrazolines and its analogs, The 1,3-dipolar cycloaddition offers a remarkably wide range of utility. Many 1,3-dipolar cycloaddition reactions used for the synthesis of pyrazolines provide better selectivity, eco-friendly, and less expensive chemical processes. In the presented study, we have reviewed various recently adopted strategies for the synthesis of pyrazoline, which followed the 1,3-dipolar cycloaddition reactions mechanism and classified them based on starting materials such as nitrile imines, diazo compounds, different zwitter ions, chalcones, and isoprene units. The manuscript also focused on the synthesis of pyrazolines starting from Seyferth-Gilbert reagents (SGR) and Psilostachyin (PSH) reagents. We hope this work will help those engaged or have plans to research pyrazoline or its analogs, as synthetic protocols based on starting material are rarely available for pyrazolines. Thus, this article holds a valuable complement to the development of newer pyrazoline and its derivatives.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":"823-836"},"PeriodicalIF":1.7,"publicationDate":"2024-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10041966","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":"The Second Omega Index","authors":"Nurten Urlu Ozalan, Ahmet Sinan Cevik, Ismail Naci Cangul","doi":"10.2174/0115701794250566231115075551","DOIUrl":"https://doi.org/10.2174/0115701794250566231115075551","url":null,"abstract":"Background: The omega index has been recently introduced to identify a variety of topological and combinatorial aspects of a graph with a new viewpoint. As a continuing study of the omega index, by considering the incidence of edges and vertices to the adjacency of the vertices, in this paper, we have introduced the second omega index Ω2 and then computed it over some well-known graph classes. Methods: Many combinatorial counting methods have been utilized in the proofs. The edge partition is frequently used throughout the work. Naturally, some graph theoretical lemmas are also used. Results: In particular, trees having the smallest and largest Ω2 have been constructed. Finally, the second omega index of some derived graphs, such as line graphs, subdivision graphs, and vertex-semitotal graphs, has been presented. Conclusion: Omega invariant has already been explored in many papers. It has been defined in terms of vertex degrees. Vertices correspond to the atoms in a molecule and a calculation, which only depends on the atomic parameters, is not even comparable with a calculation containing both atoms and chemical bonds between them. With this idea in mind, we have evaluated some mathematical properties of the second omega index, which has great potential in chemical applications related to the number of cycles in the molecular graph.","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":"15 1","pages":""},"PeriodicalIF":1.8,"publicationDate":"2023-12-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138685821","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":"Highly Efficient Bimetallic Catalyst for the Synthesis of N-substituted Decahydroacridine-1,8-diones and Xanthene-1,8-diones: Evaluation of their Biological Activity","authors":"Sandeep T. Atkore, Pranita V. Raithak, Kotra Vijay, Siddique Akber Ansari, Irfan Aamer Ansari, Ravi Varala","doi":"10.2174/0115701794265638231114105708","DOIUrl":"https://doi.org/10.2174/0115701794265638231114105708","url":null,"abstract":"Background: Bimetallic catalysis plays a major role in boosting the catalytic performance of monometallic counterparts due to the synergetic effect. Method and Materials: In the present study, we have exploited ZrCl4:Mg(ClO4)2 as an efficient bimetallic catalyst for the synthesis of a few biologically relevant N-substituted decahydroacridine-1,8-diones and xanthene-1,8-diones under solvent-free conditions. The complete characterization data (XRD, SEM, BET, pH, TGA, and IR) of the bimetallic catalyst, ZrCl4: Mg(ClO4)2, are provided in the supporting information. Results: Among the compounds screened for anti-oxidant and anti-microbial activities, the acridine derivatives with chloro and fluoro substitutions (compounds 4b, 4c, 4d, and 4j) have exhibited potent activities when compared to other compounds. Among the xanthene derivatives screened for anti-oxidant activity, compounds 5c, 5i, and 5j with chloro and nitro derivatives exhibited potent antioxidant activity, and the rest all showed moderately potent activity. Conclusion: Among the compounds screened for antibacterial activity, compound 5j with chloro substitution showed potent activity, followed by compounds 5c, 5d, 5h, and 5i against Gram +ve bacteria, and compounds 5h, 5f, and 5g with N,N-dimethyl, methoxy and hydroxy substitutions have shown potent activity against Gram -ve bacteria.","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":"12 1","pages":""},"PeriodicalIF":1.8,"publicationDate":"2023-12-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138685898","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}