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Electrochemical dibromoacetoxylation and trihalogenation of allylarenes 烯丙基醚的电化学二溴乙酰氧基化和三卤化反应
Tetrahedron chem Pub Date : 2024-10-28 DOI: 10.1016/j.tchem.2024.100106
Yong Jiang , Fumei Ke , Chen Zhu , Daixi Li , Tao Shen
{"title":"Electrochemical dibromoacetoxylation and trihalogenation of allylarenes","authors":"Yong Jiang ,&nbsp;Fumei Ke ,&nbsp;Chen Zhu ,&nbsp;Daixi Li ,&nbsp;Tao Shen","doi":"10.1016/j.tchem.2024.100106","DOIUrl":"10.1016/j.tchem.2024.100106","url":null,"abstract":"<div><div>Trifunctionalization serves as an efficient method for rapidly enhancing molecular complexity by incorporating three functional groups from simple, readily available raw materials. Herein, we describe an electrochemical trifunctionalization protocol for allylarenes that enables the synthesis of a diverse range of dibromoacetoxylated and trihalogenated products. Further gram-scale synthesis and divergent transformation of products demonstrate potential application in the pharmaceutical industry. Mechanistic studies reveal the process involves a cascade oxidative difunctionalization of C<img>C bond and oxidative functionalization of benzylic C–H bond.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100106"},"PeriodicalIF":0.0,"publicationDate":"2024-10-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142560584","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
Triquinane based natural products via cycloadditions and metathesis 通过环加成和偏合成获得基于三喹烷的天然产品
Tetrahedron chem Pub Date : 2024-10-25 DOI: 10.1016/j.tchem.2024.100103
Subba Rao Cheekatla
{"title":"Triquinane based natural products via cycloadditions and metathesis","authors":"Subba Rao Cheekatla","doi":"10.1016/j.tchem.2024.100103","DOIUrl":"10.1016/j.tchem.2024.100103","url":null,"abstract":"<div><div>Triquinane natural products are an interesting class of polycyclic frameworks that have attracted considerable interest because of their distinct structures and diverse array of biological applications such as antibacterial, antifungal, and anticancer properties and biological diversity of these scaffolds make them promising candidates for drug discovery and medicinal chemistry. These frameworks have a central structure of bicyclo[2.2.1]heptane ring which is linked to another cycloalkane ring generating the a unique tricyclic arrangement. The design and synthesis of triquinane framework is very challenging because of their intricate three-dimensional structure and the requirement for accurate organization of numerous stereocenters. Based on thorough review of literature, cycloadditions and metathesis play a pivotal role for constructing these exciting class of complex frameworks in an efficient and selective manner. In this review we focused mainly on how cycloadditions and metathesis strategies are significant in total synthesis of these interesting class of scaffolds. Here, we summarized the synthetic strategies of linear, angular, and propellane types of triquinane natural products <em>via</em> different cycloaddition protocols as well as photothermal and olefin metathesis which are used as key steps in the total synthesis.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100103"},"PeriodicalIF":0.0,"publicationDate":"2024-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142551884","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
Automation in electrifying flow organic synthesis 电气化流动有机合成的自动化
Tetrahedron chem Pub Date : 2024-10-24 DOI: 10.1016/j.tchem.2024.100105
Tomas Hardwick, Nisar Ahmed
{"title":"Automation in electrifying flow organic synthesis","authors":"Tomas Hardwick,&nbsp;Nisar Ahmed","doi":"10.1016/j.tchem.2024.100105","DOIUrl":"10.1016/j.tchem.2024.100105","url":null,"abstract":"<div><div>Organic electrochemical synthesis may be combined with continuous flow and automation technology. Here, the authors highlight the benefits of such chemical engineering approaches along with technology and software directions taking organic chemistry into the future.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100105"},"PeriodicalIF":0.0,"publicationDate":"2024-10-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142538832","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(II)-catalyzed C–H annulation and lactonization of indole-2-carboxamides with hydroxyalkynoates using air as an oxidant 以空气为氧化剂催化吲哚-2-甲酰胺与羟基炔酸盐的 C-H 环化和内酯化反应
Tetrahedron chem Pub Date : 2024-10-19 DOI: 10.1016/j.tchem.2024.100104
Kiran Aswale , Rajashaker Bantu , B. Sridhar , B.V. Subba Reddy
{"title":"Pd(II)-catalyzed C–H annulation and lactonization of indole-2-carboxamides with hydroxyalkynoates using air as an oxidant","authors":"Kiran Aswale ,&nbsp;Rajashaker Bantu ,&nbsp;B. Sridhar ,&nbsp;B.V. Subba Reddy","doi":"10.1016/j.tchem.2024.100104","DOIUrl":"10.1016/j.tchem.2024.100104","url":null,"abstract":"<div><div>A novel palladium(II) catalyzed C–H annulation strategy has been developed for the synthesis of a diverse range of furo[3′,4':5,6]pyrido[3,4-<em>b</em>]indole-1,5(3<em>H</em>)-dione scaffolds. This is the first report on the construction of polycyclic carboline frameworks from indole-2-carboxamides and 4-hydroxy-2-alkynoates. This method provides a direct access to fused carbolines that are closely resemble to biologically active <em>β</em>-carboline frameworks.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100104"},"PeriodicalIF":0.0,"publicationDate":"2024-10-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142578720","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
Erratum to “Palladium (II)-catalyzed cascade reactions initiated with directed activation of unactivated sp3 C–H bonds” [Tetrahedron Chem 7 (2023) 100046] 钯（II）催化的级联反应由未活化的 sp3 C-H 键定向活化引发》的勘误 [Tetrahedron Chem 7 (2023) 100046]
Tetrahedron chem Pub Date : 2024-10-07 DOI: 10.1016/j.tchem.2024.100098
Robbie Ge , Faith Herington , Alana Mangawang , Debabrata Maiti , Haibo Ge
{"title":"Erratum to “Palladium (II)-catalyzed cascade reactions initiated with directed activation of unactivated sp3 C–H bonds” [Tetrahedron Chem 7 (2023) 100046]","authors":"Robbie Ge ,&nbsp;Faith Herington ,&nbsp;Alana Mangawang ,&nbsp;Debabrata Maiti ,&nbsp;Haibo Ge","doi":"10.1016/j.tchem.2024.100098","DOIUrl":"10.1016/j.tchem.2024.100098","url":null,"abstract":"","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100098"},"PeriodicalIF":0.0,"publicationDate":"2024-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142416417","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
Erratum to “Reactivities and mechanisms in organic reactions involving activation of elemental sulfur under basic conditions” [Tetrahedron Chem 11 (2024) 100086] 对 "基本条件下涉及元素硫活化的有机反应的活性和机理 "的勘误 [Tetrahedron Chem 11 (2024) 100086]
Tetrahedron chem Pub Date : 2024-10-05 DOI: 10.1016/j.tchem.2024.100102
Peter Conen , Michael A.R. Meier
{"title":"Erratum to “Reactivities and mechanisms in organic reactions involving activation of elemental sulfur under basic conditions” [Tetrahedron Chem 11 (2024) 100086]","authors":"Peter Conen ,&nbsp;Michael A.R. Meier","doi":"10.1016/j.tchem.2024.100102","DOIUrl":"10.1016/j.tchem.2024.100102","url":null,"abstract":"","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100102"},"PeriodicalIF":0.0,"publicationDate":"2024-10-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142420266","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
Erratum to “Hydrogen bond-mediated organocatalytic enantioselective reduction of nitroalkenes in deep eutectic solvents” [Tetrahedron Chem 6 (2023) 100038] 对 "氢键介导的有机催化对映选择性还原深共晶溶剂中的硝基烯 "的勘误 [Tetrahedron Chem 6 (2023) 100038]
Tetrahedron chem Pub Date : 2024-10-05 DOI: 10.1016/j.tchem.2024.100097
Chiara Faverio, Monica Fiorenza Boselli, Tommaso Ruggiero, Laura Raimondi, Maurizio Benaglia
{"title":"Erratum to “Hydrogen bond-mediated organocatalytic enantioselective reduction of nitroalkenes in deep eutectic solvents” [Tetrahedron Chem 6 (2023) 100038]","authors":"Chiara Faverio,&nbsp;Monica Fiorenza Boselli,&nbsp;Tommaso Ruggiero,&nbsp;Laura Raimondi,&nbsp;Maurizio Benaglia","doi":"10.1016/j.tchem.2024.100097","DOIUrl":"10.1016/j.tchem.2024.100097","url":null,"abstract":"","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100097"},"PeriodicalIF":0.0,"publicationDate":"2024-10-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142420382","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
Erratum to “Enantioselective α-heterofunctionalization reactions of catalytically generated C1-Lewis base enolates” [Tetrahedron Chem 9 (2024) 100063] 对 "催化生成的 C1-刘易斯碱烯醇的对映体选择性 α-杂官能化反应 "的勘误 [Tetrahedron Chem 9 (2024) 100063]
Tetrahedron chem Pub Date : 2024-10-04 DOI: 10.1016/j.tchem.2024.100100
Magdalena Piringer , Lotte Stockhammer , Lukas Vogl , David Weinzierl , Paul Zebrowski , Mario Waser
{"title":"Erratum to “Enantioselective α-heterofunctionalization reactions of catalytically generated C1-Lewis base enolates” [Tetrahedron Chem 9 (2024) 100063]","authors":"Magdalena Piringer ,&nbsp;Lotte Stockhammer ,&nbsp;Lukas Vogl ,&nbsp;David Weinzierl ,&nbsp;Paul Zebrowski ,&nbsp;Mario Waser","doi":"10.1016/j.tchem.2024.100100","DOIUrl":"10.1016/j.tchem.2024.100100","url":null,"abstract":"","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100100"},"PeriodicalIF":0.0,"publicationDate":"2024-10-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142420379","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
Erratum to “Latest updates in ElectroPhotoChemical reactions” [Tetrahedron Chem 9 (2024) 100061] 对 "电光化学反应的最新进展 "的勘误 [Tetrahedron Chem 9 (2024) 100061]
Tetrahedron chem Pub Date : 2024-10-04 DOI: 10.1016/j.tchem.2024.100099
F. Medici, V. Chiroli, L. Raimondi, M. Benaglia
{"title":"Erratum to “Latest updates in ElectroPhotoChemical reactions” [Tetrahedron Chem 9 (2024) 100061]","authors":"F. Medici,&nbsp;V. Chiroli,&nbsp;L. Raimondi,&nbsp;M. Benaglia","doi":"10.1016/j.tchem.2024.100099","DOIUrl":"10.1016/j.tchem.2024.100099","url":null,"abstract":"","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100099"},"PeriodicalIF":0.0,"publicationDate":"2024-10-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142420380","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
Erratum to “Organocatalytic asymmetric synthesis of bioactive hexahydropyrrolo[2,3-b]indole-containing tetrasubstituted allenes bearing multiple chiral elements” [Tetrahedron Chem 1 (2022) 100007] 有机催化不对称合成具有生物活性的六氢吡咯并[2,3-b]吲哚-含多手性元素的四取代烯烃》勘误 [Tetrahedron Chem 1 (2022) 100007]
Tetrahedron chem Pub Date : 2024-10-04 DOI: 10.1016/j.tchem.2024.100096
Jing-Yi Wang , Shuming Zhang , Xian-Yang Yu , Yu-Hao Wang , Hong-Lin Wan , Shu Zhang , Wei Tan , Feng Shi
{"title":"Erratum to “Organocatalytic asymmetric synthesis of bioactive hexahydropyrrolo[2,3-b]indole-containing tetrasubstituted allenes bearing multiple chiral elements” [Tetrahedron Chem 1 (2022) 100007]","authors":"Jing-Yi Wang ,&nbsp;Shuming Zhang ,&nbsp;Xian-Yang Yu ,&nbsp;Yu-Hao Wang ,&nbsp;Hong-Lin Wan ,&nbsp;Shu Zhang ,&nbsp;Wei Tan ,&nbsp;Feng Shi","doi":"10.1016/j.tchem.2024.100096","DOIUrl":"10.1016/j.tchem.2024.100096","url":null,"abstract":"","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100096"},"PeriodicalIF":0.0,"publicationDate":"2024-10-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142420381","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
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