Shi-Wei Yu, Yu Zeng, Zhong-Hao Li, Yong-Tong Liang, Nan Huang, Ji-Lin Guo, Chu-Ming Pang, Zhao-Yang Wang
A dehalogenative sulfonylation of 4,5-dihalo-pyridazin-3(2H)-ones with arylsulfonyl hydrazides under mild conditions for the synthesis of 4-arylsulfonyl pyridazin-3(2H)-ones is developed for the first time. The transformation also avoids the use of transition-metal catalysts, oxidants, and reductants. Notably, due to the relatively low activity of the C-4 site of pyridazin-3(2H)-ones, there are few reports on functionalization reactions at this position before, especially on sulfonylation. Thus, this strategy is of great significance to expand both the synthetic range of potential functional pyridazin-3(2H)-one compounds and the application scope of arylsulfonyl hydrazines as a kind of multifunctional reagents.
{"title":"DMAP-Promoted Dehalogenative Sulfonylation of 4,5-Dihalo-Pyridazin-3(2H)-Ones With Arylsulfonyl Hydrazides: An Approach to 4-Arylsulfonylpyridazin-3(2H)-Ones","authors":"Shi-Wei Yu, Yu Zeng, Zhong-Hao Li, Yong-Tong Liang, Nan Huang, Ji-Lin Guo, Chu-Ming Pang, Zhao-Yang Wang","doi":"10.1002/adsc.70367","DOIUrl":"https://doi.org/10.1002/adsc.70367","url":null,"abstract":"A dehalogenative sulfonylation of 4,5-dihalo-pyridazin-3(2<i>H</i>)-ones with arylsulfonyl hydrazides under mild conditions for the synthesis of 4-arylsulfonyl pyridazin-3(2<i>H</i>)-ones is developed for the first time. The transformation also avoids the use of transition-metal catalysts, oxidants, and reductants. Notably, due to the relatively low activity of the C-4 site of pyridazin-3(2<i>H</i>)-ones, there are few reports on functionalization reactions at this position before, especially on sulfonylation. Thus, this strategy is of great significance to expand both the synthetic range of potential functional pyridazin-3(2<i>H</i>)-one compounds and the application scope of arylsulfonyl hydrazines as a kind of multifunctional reagents.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"197 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147490022","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}
Effective removal of organic contaminants present in water is of vital importance for water remediation, public health, and economic benefits. Photodegradation has been recognized as a low-energy consumption, recyclable, and mild treatment method for the rapid, efficient, and complete removal of organic contaminants. Among various photocatalytic materials, metal-free covalent organic frameworks (COFs) have gained considerable attention to serve as photocatalytic materials in water remediation owing to their highly ordered structures, high specific surface areas, tunable pore environment, superior light absorption, and adjustable electronic structures. This article presents a comprehensive review of design strategies and applications of photocatalytic metal-free COFs for organic contaminants degradation. Specifically, strategies for enhancing the photocatalytic performance of metal-free COFs are discussed spanning from monomer design to framework construction in detail. Then, an analysis of reported metal-free COFs for the photodegradation of organic contaminants is summarized. Finally, the current challenges and future opportunities for metal-free COFs are highlighted. This review is expected to provide guidance for the rational design of photocatalytic metal-free COFs and serve as a useful reference for future studies in water remediation.
{"title":"Metal-Free Covalent Organic Frameworks for Photodegradation of Organic Contaminants in Water Environment","authors":"Hongying Guo, Yang Li, Weiwei Huan, Jiandong Pang","doi":"10.1002/adsc.70371","DOIUrl":"https://doi.org/10.1002/adsc.70371","url":null,"abstract":"Effective removal of organic contaminants present in water is of vital importance for water remediation, public health, and economic benefits. Photodegradation has been recognized as a low-energy consumption, recyclable, and mild treatment method for the rapid, efficient, and complete removal of organic contaminants. Among various photocatalytic materials, metal-free covalent organic frameworks (COFs) have gained considerable attention to serve as photocatalytic materials in water remediation owing to their highly ordered structures, high specific surface areas, tunable pore environment, superior light absorption, and adjustable electronic structures. This article presents a comprehensive review of design strategies and applications of photocatalytic metal-free COFs for organic contaminants degradation. Specifically, strategies for enhancing the photocatalytic performance of metal-free COFs are discussed spanning from monomer design to framework construction in detail. Then, an analysis of reported metal-free COFs for the photodegradation of organic contaminants is summarized. Finally, the current challenges and future opportunities for metal-free COFs are highlighted. This review is expected to provide guidance for the rational design of photocatalytic metal-free COFs and serve as a useful reference for future studies in water remediation.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"28 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147490025","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}
Yu Teng, Yu-Tao Xue, Meng-Qiang Cai, Yi-Dong Zhong, Hong-Shuang Li
An unprecedented Pd(II)-catalyzed defluorinative chalcogenation of gem-difluorocyclopropanes has been developed. The coupling reactions of selenols (or their surrogates) and thiols with the strained fluorinated three-membered ring lead to the formation of 2-fluoroallylic chalcogenides with good regio- and stereoselectivity, which cannot be accessed through conventional approaches. This ring-opening transformation exhibits remarkable atom economy and a broad substrate scope, offers suitability for scale-up synthesis, and thereby provides a straightforward and promising avenue for the construction of chalcogen- and fluorine-containing privileged scaffolds.
{"title":"Palladium-Catalyzed Defluorinative Chalcogenation of gem-Difluorocyclopropanes","authors":"Yu Teng, Yu-Tao Xue, Meng-Qiang Cai, Yi-Dong Zhong, Hong-Shuang Li","doi":"10.1002/adsc.70360","DOIUrl":"https://doi.org/10.1002/adsc.70360","url":null,"abstract":"An unprecedented Pd(II)-catalyzed defluorinative chalcogenation of <i>gem</i>-difluorocyclopropanes has been developed. The coupling reactions of selenols (or their surrogates) and thiols with the strained fluorinated three-membered ring lead to the formation of 2-fluoroallylic chalcogenides with good regio- and stereoselectivity, which cannot be accessed through conventional approaches. This ring-opening transformation exhibits remarkable atom economy and a broad substrate scope, offers suitability for scale-up synthesis, and thereby provides a straightforward and promising avenue for the construction of chalcogen- and fluorine-containing privileged scaffolds.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"240 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147490024","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}
Hypervalent iodine chemistry has revolutionized the Hofmann rearrangement by providing an environmentally benign alternative to traditional hazardous reagents. Employing compounds such as PhI(OAc)2 and PhI(OCOCF3)2, this strategy enables mild activation of amides to generate reactive isocyanate intermediates in situ. These intermediates readily engage with a range of nucleophiles including water, amines, alcohols, and carboxylic acids under mild conditions, facilitating the one-pot synthesis of diverse nitrogen-containing products. Unlike the classical Hofmann rearrangement, which affords only primary amines, this method allows efficient access to ureas, urethanes, carbamates, and amides. Key advantages include improved atom economy, simplified synthetic procedures, broad functional group tolerance, and enhanced applicability to complex molecule synthesis. This article highlights recent advances in hypervalent iodine-mediated Hofmann rearrangements, offering a valuable resource for researchers developing novel routes to nitrogenous compounds in pharmaceutical and materials chemistry.
{"title":"Beyond the Classic Approach: Iodine(lll/V) Reagents Mediated Hofmann Rearrangement for Construction of Nitrogen-Containing Complex Molecules","authors":"Hui-cheng Cheng, Jiao-li Ma","doi":"10.1002/adsc.70377","DOIUrl":"https://doi.org/10.1002/adsc.70377","url":null,"abstract":"Hypervalent iodine chemistry has revolutionized the Hofmann rearrangement by providing an environmentally benign alternative to traditional hazardous reagents. Employing compounds such as PhI(OAc)<sub>2</sub> and PhI(OCOCF<sub>3</sub>)<sub>2</sub>, this strategy enables mild activation of amides to generate reactive isocyanate intermediates in situ. These intermediates readily engage with a range of nucleophiles including water, amines, alcohols, and carboxylic acids under mild conditions, facilitating the one-pot synthesis of diverse nitrogen-containing products. Unlike the classical Hofmann rearrangement, which affords only primary amines, this method allows efficient access to ureas, urethanes, carbamates, and amides. Key advantages include improved atom economy, simplified synthetic procedures, broad functional group tolerance, and enhanced applicability to complex molecule synthesis. This article highlights recent advances in hypervalent iodine-mediated Hofmann rearrangements, offering a valuable resource for researchers developing novel routes to nitrogenous compounds in pharmaceutical and materials chemistry.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"13 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147490023","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}
This work reports a fast, sustainable, straightforward, and metal‐free advanced method for C‐terminus and side‐chain amidation of amino acids and peptides, utilizing isocyanates in 1–10 min. The reaction is performed under ultrasound‐assisted conditions in the presence of N , N ‐diisopropylethylamine (DIPEA). The protocol demonstrates broad substrate compatibility (>70 examples), high efficiency, and excellent yields (up to 96%). This protocol's key strengths include ultrashort reaction time, high‐purity products, favorable green chemistry metrics, gram‐scale synthesis, and its applicability to postsynthetic modification of bioactive peptides, exemplified by RGDS ( 7d ) and endomorphin‐2 ( 7e ).
这项工作报告了一种快速、可持续、直接、无金属的先进方法，用于氨基酸和肽的C端和侧链酰胺化，利用异氰酸酯在1-10分钟内完成。在超声辅助条件下，在N， N -二异丙基乙胺（DIPEA）的存在下进行反应。该方案具有广泛的底物兼容性（>；70例），高效率和优异的收率（高达96%）。该方案的主要优势包括超短的反应时间，高纯度的产品，有利的绿色化学指标，克级合成，以及其对生物活性肽合成后修饰的适用性，例如RGDS （7d）和内啡肽2 （7e）。
{"title":"Ultrasound‐Assisted Highly Efficient Synthesis of C‐Terminus Amidated Amino Acids and Peptides","authors":"Aman Singh Barahdia, Karuna Thakare, Rahul Jain","doi":"10.1002/adsc.70370","DOIUrl":"https://doi.org/10.1002/adsc.70370","url":null,"abstract":"This work reports a fast, sustainable, straightforward, and metal‐free advanced method for C‐terminus and side‐chain amidation of amino acids and peptides, utilizing isocyanates in 1–10 min. The reaction is performed under ultrasound‐assisted conditions in the presence of <jats:italic>N</jats:italic> , <jats:italic>N</jats:italic> ‐diisopropylethylamine (DIPEA). The protocol demonstrates broad substrate compatibility (>70 examples), high efficiency, and excellent yields (up to 96%). This protocol's key strengths include ultrashort reaction time, high‐purity products, favorable green chemistry metrics, gram‐scale synthesis, and its applicability to postsynthetic modification of bioactive peptides, exemplified by RGDS ( 7d ) and endomorphin‐2 ( 7e ).","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"9 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-03-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147478105","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}
Tabea Gerlach, Lucian Pirvu, Sam Butterworth, Nicholas J. Turner
A chemoenzymatic dearomatization strategy, involving initial reduction of a pyridinium with sodium borohydride followed by a biocatalytic amine oxidase/ene imine reductase (AmOx/EneIRED) cascade, has enabled the synthesis of the PARP inhibitor Niraparib. A variety of tetrahydropyridines with different N-alkyl and 3-(4′-aryl) substituents were screened, leading to the selection of N-ethyl 3-(4′-aminophenyl)-1,2,5,6-tetrahydropyridine as the preferred substrate for the synthesis of Niraparib. Using AmOx 6-HDNOE350L_E352D and EneIRED361 yielded the (S)-3-(4′-aminophenyl)piperidine product in 66% yield and 93% enantiomeric excesses (ee) on 50 mL scale. Subsequent modifications and a final N-dealkylation step allowed for the isolation of Niraparib.
{"title":"Synthesis of Niraparib via Chemoenzymatic Dearomatization of Substituted Pyridines","authors":"Tabea Gerlach, Lucian Pirvu, Sam Butterworth, Nicholas J. Turner","doi":"10.1002/adsc.70353","DOIUrl":"https://doi.org/10.1002/adsc.70353","url":null,"abstract":"A chemoenzymatic dearomatization strategy, involving initial reduction of a pyridinium with sodium borohydride followed by a biocatalytic amine oxidase/ene imine reductase (AmOx/EneIRED) cascade, has enabled the synthesis of the PARP inhibitor Niraparib. A variety of tetrahydropyridines with different <i>N</i>-alkyl and 3-(4′-aryl) substituents were screened, leading to the selection of <i>N</i>-ethyl 3-(4′-aminophenyl)-1,2,5,6-tetrahydropyridine as the preferred substrate for the synthesis of Niraparib. Using AmOx 6-HDNO<sub>E350L_E352D</sub> and EneIRED361 yielded the (<i>S</i>)-3-(4′-aminophenyl)piperidine product in 66% yield and 93% enantiomeric excesses (ee) on 50 mL scale. Subsequent modifications and a final <i>N</i>-dealkylation step allowed for the isolation of Niraparib.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"46 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-03-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147461985","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}
Guillermo Morales-Ortega, Iván Pérez-Cubero, Enrique Gómez-Bengoa, Arkaitz Correa, Javier Carreras
An efficient protocol for the modification of phenylalanine-containing peptides is developed. The tandem debenzylation–amination process in N-terminal phenylalanine short peptides with N-iodoimides proceeds under visible-light irradiation and metal-free conditions. This method broadens the available chemical toolbox for the modification of Phe and allows the incorporation of N-containing heterocycles into peptide settings.
{"title":"\u0000Visible-Light Mediated Functionalization in Phe-Containing Peptides Upon a Debenzylative Amination Process","authors":"Guillermo Morales-Ortega, Iván Pérez-Cubero, Enrique Gómez-Bengoa, Arkaitz Correa, Javier Carreras","doi":"10.1002/adsc.70352","DOIUrl":"https://doi.org/10.1002/adsc.70352","url":null,"abstract":"An efficient protocol for the modification of phenylalanine-containing peptides is developed. The tandem debenzylation–amination process in N-terminal phenylalanine short peptides with <i>N</i>-iodoimides proceeds under visible-light irradiation and metal-free conditions. This method broadens the available chemical toolbox for the modification of Phe and allows the incorporation of N-containing heterocycles into peptide settings.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"91 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-03-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147461988","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}
Photopromoted amidation annulation of aldehyde hydrazones with N-amidopyridinium salts was completed, which efficiently produced diverse aryl, heterocycle, and alkyl-featured amidated pyrazolones with good selectivity/substrate scope. Meanwhile, various applied studies (scaled-up operations and active molecular derivatization transformations) and mechanistic exploration (fluorescence quenching experiments/radical capturation/light-on–off operations) were performed to test the merits and reaction process of this cascade system.
{"title":"Photoinduced Tandem Cyclization of Unsaturated Aldehyde Hydrazones with N-Amidopyridinium Salts to Access Amidated Pyrazolones","authors":"Yanzhao Zeng, Qinqin Yan, Xinping Ding, Lijun Li, Zhong-Quan Liu, Zejiang Li","doi":"10.1002/adsc.70349","DOIUrl":"https://doi.org/10.1002/adsc.70349","url":null,"abstract":"Photopromoted amidation annulation of aldehyde hydrazones with <i>N</i>-amidopyridinium salts was completed, which efficiently produced diverse aryl, heterocycle, and alkyl-featured amidated pyrazolones with good selectivity/substrate scope. Meanwhile, various applied studies (scaled-up operations and active molecular derivatization transformations) and mechanistic exploration (fluorescence quenching experiments/radical capturation/light-on–off operations) were performed to test the merits and reaction process of this cascade system.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"60 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-03-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147461986","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}
Conjugated 1,3‐dienes are abundant, readily available raw materials and key structural motifs in natural or bioactive molecules. The direct conversion of these versatile building blocks into value‐added products is an attractive area in synthetic chemistry. However, their selective functionalization remains a major challenge due to intrinsic regio‐ and stereoselectivity issues arising from multiple reactive sites. Traditional approaches, mostly involving two‐electron mediated transition‐metal catalysis, have faced challenges and motivated the development of new redox strategies, predominantly based on photocatalytic approaches. In this context, electrosynthesis has recently emerged as a competent and environmentally friendly alternative, allowing the generation of reactive metallic or open‐shelf organic radical intermediates under mild redox conditions. This comprehensive review provides an overview of electro‐mediated transformations of conjugated 1,3‐dienes, with an emphasis on the mechanisms involved. It is organized in three main sections encompassing hydrofunctionalization, two‐component difunctionalization and multicomponent processes.
{"title":"Electro‐Mediated Redox Functionalization of Conjugated 1,3‐Dienes","authors":"Ophélie Montiège, Jean‐François Brière, Cédric Schneider, Hélène Beucher","doi":"10.1002/adsc.70362","DOIUrl":"https://doi.org/10.1002/adsc.70362","url":null,"abstract":"Conjugated 1,3‐dienes are abundant, readily available raw materials and key structural motifs in natural or bioactive molecules. The direct conversion of these versatile building blocks into value‐added products is an attractive area in synthetic chemistry. However, their selective functionalization remains a major challenge due to intrinsic regio‐ and stereoselectivity issues arising from multiple reactive sites. Traditional approaches, mostly involving two‐electron mediated transition‐metal catalysis, have faced challenges and motivated the development of new redox strategies, predominantly based on photocatalytic approaches. In this context, electrosynthesis has recently emerged as a competent and environmentally friendly alternative, allowing the generation of reactive metallic or open‐shelf organic radical intermediates under mild redox conditions. This comprehensive review provides an overview of electro‐mediated transformations of conjugated 1,3‐dienes, with an emphasis on the mechanisms involved. It is organized in three main sections encompassing hydrofunctionalization, two‐component difunctionalization and multicomponent processes.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"9 12 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-03-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147448282","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}
Spirocyclic enones are vital motifs in natural products and medicinal chemistry, yet their synthesis often requires multistep procedures or prefunctionalized reactants. A metal- and oxidant-free approach to the synthesis of spirocyclic enones that uses simple reactants without prefunctionalization remains underdeveloped. Here we report a chalcogen-bonding-catalyzed three-component assembly of sesamol, aldehydes, and dienes, enabling efficient access to diverse spirocyclic enones. This method employs cooperative chalcogen-bonding and anion-binding interactions to activate the aldehyde and sesamol reactants, affording the spirocyclic products in reasonable yields with high diastereoselectivity. Chalcogen bonding has emerged as a new concept in catalysis, but its application in multicomponent reactions remains largely unexplored. This work demonstrates its implementation in a three-component transformation, offering a promising strategy for constructing complex molecular scaffolds.
{"title":"Chalcogen-Bonding-Catalyzed Three-Component Synthesis of Spirocyclic Enones from Sesamol, Aldehydes, and Dienes","authors":"Peizhen Dong, Yao Wang","doi":"10.1002/adsc.70359","DOIUrl":"https://doi.org/10.1002/adsc.70359","url":null,"abstract":"Spirocyclic enones are vital motifs in natural products and medicinal chemistry, yet their synthesis often requires multistep procedures or prefunctionalized reactants. A metal- and oxidant-free approach to the synthesis of spirocyclic enones that uses simple reactants without prefunctionalization remains underdeveloped. Here we report a chalcogen-bonding-catalyzed three-component assembly of sesamol, aldehydes, and dienes, enabling efficient access to diverse spirocyclic enones. This method employs cooperative chalcogen-bonding and anion-binding interactions to activate the aldehyde and sesamol reactants, affording the spirocyclic products in reasonable yields with high diastereoselectivity. Chalcogen bonding has emerged as a new concept in catalysis, but its application in multicomponent reactions remains largely unexplored. This work demonstrates its implementation in a three-component transformation, offering a promising strategy for constructing complex molecular scaffolds.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"28 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-03-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147448257","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}
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