{"title":"Contributors to the Organic Chemistry Frontiers Emerging Investigator Series 2024","authors":"","doi":"10.1039/D5QO90065D","DOIUrl":"10.1039/D5QO90065D","url":null,"abstract":"<p >The <em>Organic Chemistry Frontiers</em> Emerging Investigator Series highlights the best research being conducted by scientists in the early stages of their independent careers. This editorial features the emerging investigators who contributed to this series in 2024. Each contributor was recommended for carrying out work with the potential to influence future directions in organic chemistry. Congratulations to all the researchers; we hope you enjoy reading their work.</p>","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":" 19","pages":" 5120-5123"},"PeriodicalIF":4.7,"publicationDate":"2025-09-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144987817","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Hongxiang Huang, Ruimeng Zhang, Leiqing Fu, Jie-Ping Wan
{"title":"Rh(III)-Catalyzed Cascade Cyclization of Enaminones with Diazo compounds: Switchable Syntheses of 2-Pyrones and Pyrido-quinazolinones","authors":"Hongxiang Huang, Ruimeng Zhang, Leiqing Fu, Jie-Ping Wan","doi":"10.1039/d5qo01086a","DOIUrl":"https://doi.org/10.1039/d5qo01086a","url":null,"abstract":"The Rh-catalyzed C−H activation of N-pyridinyl enaminones and cascade cyclization with diazo compounds are reported to construct 2-pyrones and pyrido-quinazolinones with a broad range of substrates and good yields. The use of NaOAc as the additive and HFIP as the solvent affords 2-pyrones via C−H bond activation, 1,5-HAT and cyclization. On the other hand, the use of NaOPiv and AgNTf2 as the additives and TFE as the solvent leads to pyrido-quinazolinones based on C−H bond activation, Knoevenagel condensation, aromatization and cyclization.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"28 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144930879","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Jun Pan, Yuting Feng, Huijun Qian, Leiyang Lv, Zhiping Li
{"title":"Recent Advances of Intermolecular Carbonyloxy Radicals Addition to Alkenes","authors":"Jun Pan, Yuting Feng, Huijun Qian, Leiyang Lv, Zhiping Li","doi":"10.1039/d5qo01045d","DOIUrl":"https://doi.org/10.1039/d5qo01045d","url":null,"abstract":"Oxygen-centered radicals are highly reactive intermediates that serve as key roles in radical-mediated organic transformations.Carbonyloxy radicals, a distinct subset of oxygen-centered radicals, not only exhibit the general reactivity patterns of oxygencentered species, such as hydrogen atom transfer (HAT) and β-scission, but also demonstrate unique behaviors attributed to their electrophilic ester group. We summarizes recent progress in the intermolecular addition of aryl and alkoxy carbonyloxy radicals to alkenes through different precursors of carbonyloxy radicals in this review. These transformations highlight novel esterafication reactions, in which generally alcohols react with carboxylic acids, acyl chlorides, or acid anhydrides. We aim to inspire further exploration into the innovative esterafication reactions enabled by carbonyloxy radical chemistry.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"26 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-08-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144919432","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Correction: One-pot ipso-hydroxylation and ortho-/para-halogenation of (hetero)arylboronic acids under tungsten catalysis","authors":"Zhilong Chen and Jiao Kang","doi":"10.1039/D5QO90069G","DOIUrl":"10.1039/D5QO90069G","url":null,"abstract":"<p >Correction for ‘One-pot <em>ipso</em>-hydroxylation and <em>ortho</em>-/<em>para</em>-halogenation of (hetero)arylboronic acids under tungsten catalysis’ by Zhilong Chen <em>et al.</em>, <em>Org. Chem. Front.</em>, 2024, <strong>11</strong>, 717–725, https://doi.org/10.1039/D3QO01455J.</p>","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":" 18","pages":" 5105-5105"},"PeriodicalIF":4.7,"publicationDate":"2025-08-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/qo/d5qo90069g?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144915881","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Clean and Economic Synthesis of N-sulfonyl Isothioureas from Isocyanides, Sulfonamides and Disulfides","authors":"Changping Xun, Zhibin Nong, Kun Hu, Wenfeng Lv, Jiajun Zhao, Ziqiong Yin, Jialu Lv, Feng Jiang, Qing-Wen Gui","doi":"10.1039/d5qo00867k","DOIUrl":"https://doi.org/10.1039/d5qo00867k","url":null,"abstract":"An electrochemical three-component reaction involving isocyanides, sulfonamides and disulfides was developed, using nBu4NI as a redox catalyst and electrolyte. A rare of N-to-N [1,3]-H shift was observed in this transformation. This method represents a highly efficient and cost-effective approach for the synthesis of N-sulfonyl isothioureas.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"52 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144911121","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Aditya K. Sahay, Callum S Begg, Xiurong Zhang, James A Bull, Alan C Spivey
{"title":"Structurally Divergent Reactivity of 2,2-Disubstituted Azetidines – Mechanistic Insights and Stereochemical Implications of Amide Coupling and Ring Expansion to 5,6-dihydro-4H-1,3-oxazines","authors":"Aditya K. Sahay, Callum S Begg, Xiurong Zhang, James A Bull, Alan C Spivey","doi":"10.1039/d5qo00804b","DOIUrl":"https://doi.org/10.1039/d5qo00804b","url":null,"abstract":"Azetidines have gained traction in drug discovery for their ability to introduce conformational constraint and modulate physiochemical properties. Strategies that enables their selective functionalization or controlled expansion into more complex scaffolds provide opportunities for molecular diversification/new chemical space. Subjecting 2,2-disubstituted azetidines to amide coupling with carboxylic acids is found to effect either N-acylation or ring expansion to spiro and 6,6,-disubstituted 5,6-dihydro-4H-1,3-oxazine, dependent on reaction conditions. A diverse range of topologically interesting heterocycles, which hold significant potential for pharmaceutical screening, have been prepared using this divergent reaction manifold. A mechanistic framework, supported by additive screening and trapping experiments, is presented to account for the ring expansion and racemization that accompanies these transformations when the substrate allows formation of a ring-opened azafulvenium intermediate","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"13 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144911120","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Harapriya Rath, Manik Jana, Gunasekaran Velmurugan, Sumit Sahoo, Peter Comba
{"title":"Core modified N-confused pentaphyrin variants with adaptive (anti)aromaticity","authors":"Harapriya Rath, Manik Jana, Gunasekaran Velmurugan, Sumit Sahoo, Peter Comba","doi":"10.1039/d5qo01088h","DOIUrl":"https://doi.org/10.1039/d5qo01088h","url":null,"abstract":"Retrosynthetically designed and syntheses of three unprecedented core modified N-confused pentaphyrins(sapphyrin) possessing E-ethylene bithiophene moiety with tunable Hückel (anti)aromaticity is reported. The solution-state spectroscopic analyses reveal the sustained E-conformation for ethylene moiety. All the three N-confused pentaphyrins exhibited vis-NIR absorption. All possible stereoisomers of the S2N3 hybrid N-confused pentaphyrins 14-16 have been unravelled via thorough DFT studies. Thorough DFT studies supports Hückel π aromaticity of the pentaphyrins 14 and 16 while π-antiaromaticity for 15.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"23 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144911122","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Recent Advances in C(sp³)–H Functionalization via Molecular Electrocatalysis","authors":"Xiao-Li Lai, Ying-Kai Lai, Peng Xiong, Hai-Chao Xu","doi":"10.1039/d5qo01036e","DOIUrl":"https://doi.org/10.1039/d5qo01036e","url":null,"abstract":"The selective functionalization of inert C(sp³)–H bonds remains a central challenge in modern organic synthesis. Molecular electrocatalysis provides a sustainable platform for C(sp³)–H activation by enabling catalyst-controlled electron transfer or atom transfer under mild conditions. This review highlights recent advances in molecular electrocatalytic systems, including both transition metal-based and metal-free catalysts, for efficient C(sp³)–H functionalization. Mechanistic insights into outer- and inner-sphere electron transfer pathways are discussed, along with their applications in enhancing regio- and enantioselectivity in asymmetric radical transformations. Special emphasis is placed on emerging photoelectrocatalytic approaches that integrate electrochemical redox control with photochemical excitation. Through critical evaluation of representative systems, this review illustrates the growing potential of molecular electrocatalysis for achieving selective and sustainable C(sp³)–H functionalization.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"18 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144911044","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Meng-Dan Wang, Hua-Hua Wang, Lin-Xi Xiao, Xing-Guo Zhang, Hai-Yong Tu
{"title":"Photocatalyzed Defluorinative Allylsulfonylation of Alkynes to Access gem-Difluorinated Sulfonyl-1,4-Dienes","authors":"Meng-Dan Wang, Hua-Hua Wang, Lin-Xi Xiao, Xing-Guo Zhang, Hai-Yong Tu","doi":"10.1039/d5qo01008j","DOIUrl":"https://doi.org/10.1039/d5qo01008j","url":null,"abstract":"A photocatalyzed three-component gem-difluoroallylsulfonylation of alkynes with trifluoromethyl alkenes and sodium sulfinates via selective C-F bond activation has been described. This metal-free allylsulfonylation provides an efficient strategy for the stereospecific synthesis of gem-difluorinated sulfonyl-1,4-dienes under mild conditions.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"6 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144911128","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Harnessing the synergistic power of light and electricity: An emerging frontier in catalytic heterocycle synthesis","authors":"Yanchen Chen, Binbin Huang","doi":"10.1039/d5qo01097g","DOIUrl":"https://doi.org/10.1039/d5qo01097g","url":null,"abstract":"The strategic integration of photochemistry and electrochemistry in organic synthesis has opened new avenues for catalytic heterocycle synthesis. This Highlight provides a comprehensive overview of photoelectrocatalytic heterocycle forming strategies, discussing the mechanistic aspects and offering insights into the future prospects of this emerging field. Based on the distinct mechanistic pathways, the transformations herein have been preliminarily classified into four categories: (1) photoexcitation of electrochemically generated radical ion catalysts, (2) electrochemically mediated photoredox catalysis, (3) electrochemically mediated photoinduced ligand-to-metal charge transfer catalysis, (4) interfacial photoelectrocatalysis and others.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"3 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144906452","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}