Honglin Chen, Yulong Ran, He Wang, Jing Sun, Yujia Wang, Ran Sun, Lei Li, Ming-Dong Zhou
{"title":"Ruthenium(II)-Catalyzed Annulative C?H Activation of α-Carbonyl Phosphoniums with CF3-Imidoyl Sulfoxonium Ylides: Synthesis of 3-Trifluoromethyl-Isoquinolones","authors":"Honglin \u0000Chen, Yulong Ran, He Wang, Jing Sun, Yujia Wang, Ran Sun, Lei Li, Ming-Dong Zhou","doi":"10.1002/adsc.70080","DOIUrl":"https://doi.org/10.1002/adsc.70080","url":null,"abstract":"Herein, ruthenium(II)-catalyzed C<span></span>H activation/annulation of α-carbonyl phosphoniums with CF<sub>3</sub>-imidoyl sulfoxonium ylides is carried out to generate a series of 3-trifluoromethyl-isoquinolones in 44–98% yields. A plausible mechanism involving a cascade C<span></span>H activation of arenes, formation of ruthenium(II) carbenoid, migratory insertion of the Ru−aryl bond, and intramolecular aza-cyclization is proposed. In addition, the reaction procedure features simple synthesis, wide substrate scope, and excellent functional group compatibility. Furthermore, the application potential of the developed protocol is demonstrated through successful scale-up experiments and subsequent transformations.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"18 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145134573","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}
Ilan Garcin, Ludovic Maillard, Jean-Marc Campagne, Renata Marcia de Figueiredo
{"title":"Thiazolium Salts: From Thiamine to Cutting-Edge Organocatalysts","authors":"Ilan Garcin, Ludovic Maillard, Jean-Marc Campagne, Renata Marcia de Figueiredo","doi":"10.1002/adsc.70087","DOIUrl":"https://doi.org/10.1002/adsc.70087","url":null,"abstract":"In this comprehensive review, the history of thiazolium salts as N-Heterocyclic Carbenes (NHC) in organocatalytic reactions is intended to be presented. Although the subject (i.e., NHC in organocatalysis) has been covered in several reviews in past years, the idea here stands on the exclusive use of thiazolium salts in such transformations. Indeed, thiazoliums and their related NHCs are the first identified as efficient mediators for the C<span></span>C bond formation through its peculiar ability to reverse the classical reactivity (umpolung) of carbonyl groups. However, they are relatively quickly overtaken by other classes of NHCs generated from imidazolium and triazolium salts. Even though, thiazolylidenes are still better catalysts in some particular reactions affording outstanding results in terms of conversion and selectivity. Owing to the remarkably high number of reactions that are made possible thanks to the very characteristic properties of such NHCs, the aim of this review is to provide a full account on the discovery and evolution of thiazolium salts and thiazolylidenes in NHC organocatalysis. Information is first provided on their synthesis, structural evolution, physicochemical and electronic properties, and then reactivity and application in various organocatalytic methodologies.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"41 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145134302","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 of Functionalized Cyclic Ethers via Gold‐Catalyzed Cyclization and Rearrangement","authors":"Akiko Fujii, Kwihwan Kobayashi, Tomoki Hyodo, Tsuyoshi Yamada, Takashi Ikawa, Hironao Sajiki","doi":"10.1002/adsc.70012","DOIUrl":"https://doi.org/10.1002/adsc.70012","url":null,"abstract":"Cyclic ethers are prevalent structural motifs in natural products and pharmaceuticals, and their efficient synthesis has attracted significant attention in organic synthesis. A synthetic approach for the functionalization of cyclic ethers from <jats:italic>ortho</jats:italic>‐alkynylarylmethanol derivatives protected by cyclic ethers via gold‐catalyzed intramolecular cyclization and rearrangement is developed. The gold‐catalyzed 6‐<jats:italic>endo</jats:italic>‐dig cyclization yielded various functionalized cyclic ethers. Furthermore, this transformation enabled the synthesis of <jats:italic>C</jats:italic>‐glycoside derivatives from alkynyl compounds bearing <jats:italic>O</jats:italic>‐glycosides.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"2 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145127897","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}
Zhuang Wang, Rongxin Yang, Yuxiu Liu, Hongjian Song, Qingmin Wang
{"title":"Electro-Oxidative Alkoxylation-Thiolation of Vinyl Ethers","authors":"Zhuang Wang, Rongxin Yang, Yuxiu Liu, Hongjian Song, Qingmin Wang","doi":"10.1002/adsc.70132","DOIUrl":"https://doi.org/10.1002/adsc.70132","url":null,"abstract":"An electro-oxidative protocol for the alkoxylation-thiolation of vinyl ethers is developed, employing nonvolatile diaryl disulfides as atom-economical arylthio sources under oxidant-free and metal-free conditions. 4-(Trifluoromethyl)pyridine is used as a base additive to suppress side reactions and improve the yield. A wide range of substrates with diverse structures and functional groups are compatible with this protocol. Mechanism experiments show that the reaction involves a mechanism in which an arylthio radical is generated at the anode as the key intermediate.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"57 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145127978","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":"Photoinduced Copper-Catalyzed Radical Ring-Opening Azidation of Cyclic Oxime Esters","authors":"Li-Bo Yang, Jia Hu, Tian-Tian Zou, Xin-Song Zhou, Jing Li, Yuan Qu, Ya-Min Li","doi":"10.1002/adsc.70133","DOIUrl":"https://doi.org/10.1002/adsc.70133","url":null,"abstract":"A photoinduced copper-catalyzed radical ring-opening azidation of cyclic oxime esters has been developed for the synthesis of valuable <i>γ</i>-azido alkylnitriles. Furthermore, a one-pot sequential strategy integrating this ring-opening azidation with copper-catalyzed azide–alkyne cycloaddition is successfully implemented, enabling the direct construction of 1,2,3-triazole derivatives in a single operation.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"53 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145103881","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":"Photoinduced Ligated Boryl Radical‐Mediated Functionalization of Organic Halides","authors":"Alisha Rani Tripathy, Akash Bisoyi, Ramsiya Poolamanna, Ananthakrishna Panuganti, Veera Reddy Yatham","doi":"10.1002/adsc.70094","DOIUrl":"https://doi.org/10.1002/adsc.70094","url":null,"abstract":"Halogen atom transfers (XATs) represent a valuable class of reactions that facilitate the functionalization of CX bonds in alkyl and aryl halides. Historically, these transformations relied on tin‐ or silicon‐based reagents, which are plagued by several drawbacks, including toxicity, complex synthesis, and high costs. In response to these limitations, ligated boranes have recently emerged as a greener alternative, functioning as efficient halogen abstractors through the generation of reactive boryl radical species. This approach enables the selective and straightforward formation of alkyl and aryl radicals from their halide precursors, opening the door to a wide range of chemical transformations. This review highlights the most recent progress in ligated boryl radical‐mediated XAT chemistry, focusing on the variety of accessible reactions, the underlying mechanisms, and the mechanistic insights gained. To the best of the authors’ knowledge, this is the first comprehensive review dedicated to boryl radical‐mediated XAT processes. With growing interest in this area among synthetic chemists, the authors aim to provide both researchers and students with a clear overview of current advancements and inspire future exploration of ligated boryl radical chemistry.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"82 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145116730","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}
Yi-Yun Huang, Xin-Yu Lin, Run Xiong, Bi-Yuan Yang, Ning Ma, Ru-An Chi, Zhi-Peng Guan, Jian Lv, Zhi-Bing Dong
{"title":"Recent Advances In The Multicomponent Reactions of CS2 or S8 Under Photo/Electrocatalysis","authors":"Yi-Yun Huang, Xin-Yu Lin, Run Xiong, Bi-Yuan Yang, Ning Ma, Ru-An Chi, Zhi-Peng Guan, Jian Lv, Zhi-Bing Dong","doi":"10.1002/adsc.70129","DOIUrl":"https://doi.org/10.1002/adsc.70129","url":null,"abstract":"In recent years, with the rapid development of photocatalytic and electrocatalytic technologies, multicomponent reaction systems employing carbon disulfide (CS<sub>2</sub>) or elemental sulfur (S<sub>8</sub>) as key reagents have emerged as a burgeoning research frontier in synthetic chemistry. This review systematically summarizes recent advances in the development of photocatalytic and electrocatalytic multicomponent reaction systems employing carbon disulfide or elemental sulfur as key sulfur-containing reagents, with particular emphasis on mechanistic insights, catalytic innovation, and sustainable synthetic applications.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"57 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145083945","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}
Jieyuan Du, Yuyu Wang, Guoping Jiang, Fei Jin, Zhiliang Jin
{"title":"Charge Controlled Engineering: Constructing Built-in Electric Fields at CoCu-ZIF/Cu3P-GDY Interfaces for Enhanced Photocatalytic Hydrogen Evolution","authors":"Jieyuan Du, Yuyu Wang, Guoping Jiang, Fei Jin, Zhiliang Jin","doi":"10.1002/adsc.70126","DOIUrl":"https://doi.org/10.1002/adsc.70126","url":null,"abstract":"Rational design of interfacial electric fields in nanostructures for accelerated photogenerated carrier transfer and separation. First, Cu<sup>+</sup>-mediated self-assembly engineering narrows the bandgap of ZIF-67 while extending the light absorption range of CoCu-ZIF. Furthermore, hierarchical architecture is constructed to incorporate the cocatalyst Cu<sub>3</sub>P-GDY. The staggered energy levels in the resulting CoCu-ZIF/Cu<sub>3</sub>P-GDY composite generate a strong driving force. Comprehensive characterization, including density functional theory calculations and Mott–Schottky analysis, confirm the formation of an S-scheme heterojunction between GDY and CoCu-ZIF. Cu<sub>3</sub>P acts as an electron bridge to promote the directional transfer of photogenerated carriers driven by interfacial electric fields. Differential surface photovoltage signals demonstrate that the robust interfacial electric field enables efficient carrier separation in the CoCu-ZIF/Cu<sub>3</sub>P-GDY composite. This work establishes a new paradigm for enhancing catalytic performance through broadened light absorption and rationally engineered interfacial electric fields.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"105 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145083948","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":"Cyclization Reactions of N-Aminopyridinium Salts: Synthetic Scope and Mechanistic Insights","authors":"Suijie Zhong, Yitai Fu, Xingyue Wang, Xiang Liu","doi":"10.1002/adsc.70040","DOIUrl":"https://doi.org/10.1002/adsc.70040","url":null,"abstract":"<i>N</i>-Aminopyridinium salts are readily available and bench-stable nitrogen-containing precursors that have demonstrated broad synthetic utility in diverse cyclization reactions. As practical 1,3-dipoles, <i>N</i>-aminopyridinium salts can engage with dipolarophiles in cycloaddition reactions to construct nitrogen-containing heterocycles. Moreover, as a class of novel aminating or bifunctional aminating reagents, they are capable of generating nitrogen-centered radicals under visible-light irradiation, which can initiate amination-cyclization processes. In recent years, cyclization strategies involving <i>N</i>-aminopyridinium salts have made remarkable progress and garnered significant attention. This review highlights recent advances in the cyclization chemistry of <i>N</i>-aminopyridinium salts and their derivatives, with a particular focus on transition-metal catalyzed, transition-metal-free systems and visible-light-induced transformations. The scope, limitations, and synthetic applications of various cyclization strategies are critically discussed, aiming to reveal the innovative potential of <i>N</i>-aminopyridinium salts as nitrogen-based precursors in synthetic chemistry. We hope this review provides valuable insights and inspiration for future research in synthetic methodology, drug discovery, and the design of functional materials.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"1 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145083953","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":"Iron-Catalyzed Stereoselective C–H Acylation of 2-Acetamido Acrylates","authors":"Constantinos Kyriacou, Thanh V. Q. Nguyen, Werngard Czechtizky, Enrique Gómez-Bengoa, Arkaitz Correa","doi":"10.1002/adsc.70047","DOIUrl":"10.1002/adsc.70047","url":null,"abstract":"<p>An iron-catalyzed oxidative acylation of acylamido acrylates with abundant aldehydes has been developed. The use of mono N-protected amino acids results in the unusual assembly of <i>α,β</i>-unsaturated compounds in a predictable (Z)-stereoselective fashion, thereby offering a complementary tool toward the synthesis of unnatural <i>γ</i>-carbonyl α-amino acid derivatives. Density functional theory studies provide insights into the stereodetermining step of the radical reaction pathway.</p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 18","pages":""},"PeriodicalIF":4.0,"publicationDate":"2025-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://advanced.onlinelibrary.wiley.com/doi/epdf/10.1002/adsc.70047","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145084104","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}