{"title":"Front Cover Picture: (Adv. Synth. Catal. 9/2025)","authors":"","doi":"10.1002/adsc.202580901","DOIUrl":"https://doi.org/10.1002/adsc.202580901","url":null,"abstract":"<p>As of 2025, Advanced Synthesis and Catalysis joins the Advanced Portfolio from Wiley. Led by the world-renowned journal Advanced Materials, the Advanced Portfolio is a family of globally respected, high-impact journals that disseminate the best science. With the inclusion of Advanced Synthesis and Catalysis, it is broadening its reach into the field of chemistry. Cover image provided courtesy of Liang Zhao and co-workers from Dalian University of Technology.\u0000 <figure>\u0000 <div><picture>\u0000 <source></source></picture><p></p>\u0000 </div>\u0000 </figure>\u0000 </p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 9","pages":""},"PeriodicalIF":4.4,"publicationDate":"2025-05-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/adsc.202580901","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143949846","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Transition Metal‐Catalyzed Directing Group‐Assisted Site‐Selective Di‐ortho C−H Functionalizations via Double C−H Activation","authors":"Swadhin Swaraj Acharya, Padma Ranjan Rout, Rudranarayan Sutar, Chiranjib Pradhan, Bibhuti Parida","doi":"10.1002/adsc.202500184","DOIUrl":"https://doi.org/10.1002/adsc.202500184","url":null,"abstract":"The directing group (DG)‐assisted transition metal (TM)‐catalyzed site‐selective C−H activation and functionalization has become a popular approach in the synthesis of natural products, pharmaceuticals, and late‐stage functionalization. In particular the ortho‐selective C−H functionalization is frequently addressed. One DG generally directs the mono‐C−H functionalization. However, over the years there are some exceptional reactions have been reported where one DG directs di‐ortho‐C−H functionalization offering extra functionalization in one‐pot. There is no generalization in this type of reactions. In this comprehensive report, we have summarized the di‐ortho‐C−H functionalization reactions reported in the recent two decades (2004‐2024) and provided the current status and future perspective for further modifications. This discussion covers DG‐assisted site‐selective di‐ortho‐Arylation, di‐ortho‐alkylation, di‐ortho‐Alkenylation, di‐ortho‐alkynylation, di‐ortho‐cyanation, di‐ortho‐amination, di‐ortho‐thiolation/selenation, di‐ortho‐carbonylation, di‐ortho‐halogenation, di‐ortho‐oxygenation, and unsymmetrical di‐ortho C‐H functionalization of inert aryl and heteroaryl C−H bonds.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"49 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143876081","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Oxidative rearrangement of 3‐Aryl Azo Indoles in Water: Synthesis of C3‐Oxo‐C2‐Amino Indoles and their application as fluorophores for Lipid Droplet Detection","authors":"Tejas Prabakar, Payal Ambastha, Rashmi Yadav, Animesh Samanta, Mahesh Ravva, Parthapratim Munshi, Subhabrata Sen","doi":"10.1002/adsc.202500353","DOIUrl":"https://doi.org/10.1002/adsc.202500353","url":null,"abstract":"We report a novel oxidative rearrangement of the diazene moiety in 3‐aryl azo indoles, leading to the formation of C3‐oxo‐C2‐amino indoles with excellent regioselectivity. This transformation, achieved using oxone in water at ambient temperature, proceeds in good yields with broad functional group tolerance including and azaindoles. Mechanistic insights were gained through control experiments, crystal structures, and density functional theory (DFT) calculations. Experimental and theoretical photophysical studies, along with cellular uptake and colocalization experiments, demonstrate that the resulting compounds selectively bind to lipid droplets (LDs), highlighting their potential as fluoroprobes for LD detection.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"30 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143876082","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Lucía López, Sara Filgueira, María-Paz Cabal, Alfonso Carlos Valdés-Gómez
{"title":"Synthesis of spirolactones from carbonyls via carboborylation of N‐sulfonylhydrazones with alkoxycarbonylalkylboronic acids","authors":"Lucía López, Sara Filgueira, María-Paz Cabal, Alfonso Carlos Valdés-Gómez","doi":"10.1002/adsc.202500170","DOIUrl":"https://doi.org/10.1002/adsc.202500170","url":null,"abstract":"A straightforward synthesis of spirolactones from carbonyls via N‐tosylhydrazones is described. The process consist in the reaction between the N‐tosylhydrazone and ethoxycarbonylethylboronic acid or ethoxycarbonylpropylboronic acid, leading to spiro γ‐butyrolactones or δ‐valerolactones respectively. The transformation takes place by carboborylation of the N‐tosylhydrazone followed by oxidation of the homologated boronic acid that delivers a hydroxyester, which undergoes further lactonization to yield the spirocyclic lactone. Depending on the structure of the starting N‐tosylhydrazone, thermal or photochemical protocols were applied for the key carboborylation reaction. The usefulness of the process is illustrated by the application on a variety of natural products and biologically relevant carbonyl containing molecules.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"4 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143875747","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Front Cover Picture: (Adv. Synth. Catal. 8/2025)","authors":"","doi":"10.1002/adsc.202580801","DOIUrl":"https://doi.org/10.1002/adsc.202580801","url":null,"abstract":"<p>As of 2025, Advanced Synthesis and Catalysis joins the from Wiley. Led by the world-renowned journal Advanced Materials, the Advanced Portfolio is a family of globally respected, high-impact journals that disseminate the best science. With the inclusion of Advanced Synthesis and Catalysis, it is broadening its reach into the field of chemistry. Cover image provided courtesy of Liang Zhao and co-workers from Dalian University of Technology.\u0000 <figure>\u0000 <div><picture>\u0000 <source></source></picture><p></p>\u0000 </div>\u0000 </figure>\u0000 </p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 8","pages":""},"PeriodicalIF":4.4,"publicationDate":"2025-04-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/adsc.202580801","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143865968","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Skeletal Editing of 6-(Hetero)arenes via Single-Carbon-Atom Insertion","authors":"Xuheng Zhang, Yuanhao Zhu, Wei Jiang, zhengyu zhang, Yaojia Jiang","doi":"10.1002/adsc.202500336","DOIUrl":"https://doi.org/10.1002/adsc.202500336","url":null,"abstract":"The skeleton editing strategy has emerged as a transformative approach in drug discovery and agrochemical innovation, enabling precise modifications through the insertion, elimination, or substitution of specific atoms within the core carbon or heterocyclic frameworks of molecules. Recent advancements in carbene chemistry have led to significant breakthroughs in single-carbon-atom insertion reactions, particularly in the context of five-membered carbon and heterocyclic systems. However, the application of this strategy to six-membered arenes and heteroarenes has faced considerable challenges, largely due to the thermodynamic and kinetic barriers associated with disrupting the inherent aromaticity of these systems and driving their conversion to seven-membered rings. In recent years, the development of novel catalytic paradigms, including photo- and electro-catalytic methods, has catalyzed groundbreaking progress in this area. Notably, the design and implementation of asymmetric skeletal editing systems for arenes have significantly expanded the scope and versatility of this methodology, offering new avenues for the rational manipulation of molecular architectures. This review aims to offer a detailed summary and analysis of recent progress in skeletal editing reactions associated with single-carbon-atom insertion and outlining the future potential applications of this technology.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"259 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143872759","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
William J. Berkey, Lindsey R. C. Bryson, Russell Kirkland, Kaitlyn S. Otte, Christopher Jones, Stefan France
{"title":"Dearomative, Intramolecular Bromoetherification of Carbohydrate-derived Glycosyl Furans: Access to Enantiopure 6-Bromo-Furo[3,2-b]furans","authors":"William J. Berkey, Lindsey R. C. Bryson, Russell Kirkland, Kaitlyn S. Otte, Christopher Jones, Stefan France","doi":"10.1002/adsc.202500228","DOIUrl":"https://doi.org/10.1002/adsc.202500228","url":null,"abstract":"Glycosyl furans represent versatile chiral platform molecules that can be readily accessed via the Garcia Gonzalez reaction. Herein, we report a dearomative, intramolecular bromoetherification of carbohydrate-derived glycosyl furans to generate enantiopure 6-bromo-furo[3,2-<i>b</i>]furans in up to 69% yield. The method employs <i>N</i>-Br aromatic amides as competent electrophilic halogenating agents that outpace other known reagents. The method works for glycosyl furans derived from the Garcia Gonzalez reactions of various active methylene compounds and unprotected sugars. Further functionalization of the C-Br bond of the 6-bromo-furo[3,2-<i>b</i>]furans is explored as well.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"7 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143867055","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis and Applications of 9/9,9-Substituted Fluorene Derivatives","authors":"Chao Liu, Ying Wei, Linghai Xie","doi":"10.1002/adsc.202401410","DOIUrl":"https://doi.org/10.1002/adsc.202401410","url":null,"abstract":"Fluorene derivatives have obtained broad interest in organic synthesis, materials chemistry, and pharmaceutical fields due to their unique structure, physical, chemical and photoelectric properties. Moreover, the bare fluorene molecule has a variety of reactive sites that provides the transformations to synthesize various functionalized intermediates, polymers and macrocycles. Recently, C-C bond formation is one of useful tool in fluorene molecule modifications due to the low toxicity and high efficiency. This review covers the synthesis of various fluorene-based small molecules, fluorene-based polymers, fluorene-based conjugated materials and fluorene-based nanogrids via the C-C bond formation at the 9-position of fluorene derivatives. Transition-metal catalysis and metal-free methods to synthesize different fluorene derivatives are highlighted.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"23 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143867121","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Feng Zhao, Fei Liu, Tongtong Shi, Ting Sun, Lianglong Sun, Si Chen, Xin Wang, Kai Sun
{"title":"Visible-Light Induced Cyclization to Carbazole-Fused Eight-Membered Diazocan-5-ones","authors":"Feng Zhao, Fei Liu, Tongtong Shi, Ting Sun, Lianglong Sun, Si Chen, Xin Wang, Kai Sun","doi":"10.1002/adsc.202500322","DOIUrl":"https://doi.org/10.1002/adsc.202500322","url":null,"abstract":"Herein, a novel visible-light-induced sulfonylation cyclization for the facile construction of challenging carbazole-fused eight-membered N-heterocycles has been described for the first time under additive-, base-, and external photosensitizer-free conditions. Mild reaction conditions, good functional group compatibility, and scalability reaction demonstrate the potential for further industrial application. A radical route was proposed based on radical inhibition experiments, visible-light irradiation on-off test, AQE calculation and fluorescence quenching studies.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"67 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143862520","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Maria Garcia Valverde, Javier Gómez-Ayuso, Israel Carreira-Barral, Roberto Quesada
{"title":"Asymmetric synthesis of highly substituted spiro[2H-pyrrole-2,3-succinimide] derivatives by copper-catalyzed post-Ugi reactions","authors":"Maria Garcia Valverde, Javier Gómez-Ayuso, Israel Carreira-Barral, Roberto Quesada","doi":"10.1002/adsc.202500166","DOIUrl":"https://doi.org/10.1002/adsc.202500166","url":null,"abstract":"Herein we present a novel one-por methodology for the synthesis of enantioenriched 2H-pyrrolespirosuccinimides by copper-catalyzed reactions on Ugi adducts derived from enantiopure α-alkylbenzyl amines through a chirality transfer process. We have proposed a mechanism supported by density functional theory (DFT) calculations, where a hydrogen radical-shuttle (HRS) process explains the chemical and stereochemical results. This work demonstrates the efficient stereoselective synthesis of structurally unique, highly functionalized nitrogen heterocyclic systems using simple protocols and affordable starting materials.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"32 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143862521","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}