发布求助
文献互助 智能选刊 最新文献

Advanced Synthesis & Catalysis最新文献

筛选
英文 中文
Gold(I)‐catalyzed hydration reactions of diynes to access tetrasubstituted cyclohexenones
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-03-27 DOI: 10.1002/adsc.202500111
Theo MASSARD, Guillaume ARCILE, Geraldine LEGOFF, Elsa Van Elslande, Jean-François Betzer
{"title":"Gold(I)‐catalyzed hydration reactions of diynes to access tetrasubstituted cyclohexenones","authors":"Theo MASSARD, Guillaume ARCILE, Geraldine LEGOFF, Elsa Van Elslande, Jean-François Betzer","doi":"10.1002/adsc.202500111","DOIUrl":"https://doi.org/10.1002/adsc.202500111","url":null,"abstract":"Tetrasubstituted 2‐carboalkoxy‐3‐substituted‐cyclohexenones are powerful building blocks for the synthesis of a variety of bioactive target molecules. Their preparations requires multi‐steps sequence involving the use of stoichiometric quantities of various reagents, while the catalytic approaches are limitited to trisubstituted cyclohexenones. We describe here an efficient catalytic approach based on gold(I)‐catalysis starting from unsymmetrical diynyl mono‐ester or symmetrical diynyl di‐ester substrates. The carbon chain linking the two alkyne functions can bear two or one substituent, or even be unsubstituted. Regardless of the nature of the substrates and independently of its substitution, the cyclohexenone derivatives are cleanly produced.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"59 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143713281","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}
引用次数: 0
Ni(II)‐Catalyzed 1,2‐Alkynylhydroxylation of Mono‐, Di‐, Tri‐ and Tetrasubstituted Alkenes: Diastereo‐ and Regio‐selective Synthesis of Homopropargylic Alcohols
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-03-27 DOI: 10.1002/adsc.202500077
Wenjie Wang, Cong Lin, Zongxi Zhang, Yuping Yang, Liang Shen
{"title":"Ni(II)‐Catalyzed 1,2‐Alkynylhydroxylation of Mono‐, Di‐, Tri‐ and Tetrasubstituted Alkenes: Diastereo‐ and Regio‐selective Synthesis of Homopropargylic Alcohols","authors":"Wenjie Wang, Cong Lin, Zongxi Zhang, Yuping Yang, Liang Shen","doi":"10.1002/adsc.202500077","DOIUrl":"https://doi.org/10.1002/adsc.202500077","url":null,"abstract":"Few methods have been reported for the alkynylhydroxylation of unactivated alkenes, which could synchronously introduce both alkyne and hydroxyl groups into alkene moieties to construct homopropargylic alcohol scaffolds. Herein, we explored an unprecedented Ni(II)‐catalyzed selective Heck‐type 1,2‐alkynylhydroxylation of unactivated alkenes with alkynylsilanes under air. The β, γ‐ and γ, δ‐unsaturated amides, including mono‐, di‐, tri‐ and tetrasubstituted alkenyl amides, were reactive substrates to afford a powerful platform for preparing important homopropargylic alcohols with excellent regio‐ and diastereo‐selectivity. This method was suitable for use in late‐stage modification of complex molecules.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"21 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143713283","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}
引用次数: 0
Modular Synthesis of 2,3,4,6-Tetrasubstituted Thieno[2,3-c]furans Based on Formal [3+2] Cycloaddition Utilizing [1,2]-Phospha-Brook Rearrangement / Brønsted Base-Mediated Cyclization Strategy
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-03-26 DOI: 10.1002/adsc.202500255
Azusa Kondoh, Kohei Aita, Masahiro Terada
{"title":"Modular Synthesis of 2,3,4,6-Tetrasubstituted Thieno[2,3-c]furans Based on Formal [3+2] Cycloaddition Utilizing [1,2]-Phospha-Brook Rearrangement / Brønsted Base-Mediated Cyclization Strategy","authors":"Azusa Kondoh, Kohei Aita, Masahiro Terada","doi":"10.1002/adsc.202500255","DOIUrl":"https://doi.org/10.1002/adsc.202500255","url":null,"abstract":"A modular synthesis of 2,3,4,6-tetrasubstituted thieno[2,3-c]furans, which employs a formal [3+2] cycloaddition utilizing the [1,2]-phospha-Brook rearrangement and a subsequent Brønsted base-mediated cyclization, has been established, providing an efficient access to a wide range of densely functionalized thieno[2,3-c]furans that are otherwise difficult to synthesize. This method is also applicable to the synthesis of 2,3,4,6-tetrasubstituted selenolo[2,3-c]furans and can be extended to the synthesis of hexasubstituted benzothiophenes.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"19 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143713681","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}
引用次数: 0
DMAP-promoted [4 + 2]/[3 + 3] Annulation Cascade Reaction of Morita–Baylis–Hillman Carbonates with Conjugated Imines to Access Functionalized Benzo[c][2,7]naphthyridine Skeletons
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-03-26 DOI: 10.1002/adsc.202500123
Kai-Kai Wang, Ran Bi, Ya-Fei Li, Yue-Yao Ma, Wen-Jin Li, Bo-Wen Zhang, Junyuan Yan, Xiao-Long He, Rongxiang Chen
{"title":"DMAP-promoted [4 + 2]/[3 + 3] Annulation Cascade Reaction of Morita–Baylis–Hillman Carbonates with Conjugated Imines to Access Functionalized Benzo[c][2,7]naphthyridine Skeletons","authors":"Kai-Kai Wang, Ran Bi, Ya-Fei Li, Yue-Yao Ma, Wen-Jin Li, Bo-Wen Zhang, Junyuan Yan, Xiao-Long He, Rongxiang Chen","doi":"10.1002/adsc.202500123","DOIUrl":"https://doi.org/10.1002/adsc.202500123","url":null,"abstract":"A novel, synthetically straightforward, selective DMAP-promoted [4 + 2]/[3 + 3] annulation domino reaction of o-acylamino-aryl Morita−Baylis−Hillman (MBH) carbonates with α,β-unsaturated imines to construct complex fused [2,7]naphthyridine frameworks has been developed. The reaction provides a step-economic strategy for the direct synthesis of functionalized benzo[c][2,7]naphthyridines containing three stereogenic centers in high yields with excellent chemo-, regio-, and diastereoselectivity under mild reaction conditions. More importantly, this transformation enables the simultaneous formation of four new bonds and two new six-membered N-heterocycles in only one step. Additionally, the synthetic utility of this method has been demonstrated through its application in the late-stage modification of pharmaceutically active molecules.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"33 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143713682","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}
引用次数: 0
Zn(II)-Catalyzed Asymmetric Transfer Hydrogenation of γ-Indolyl β, γ-Unsaturated α-Keto Amides and α-Keto Esters with Hantzsch Ester
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-03-26 DOI: 10.1002/adsc.202500158
Xing-Ping Zhang, Sai-Ya Lian, Hai-Xia Wang, Mingsheng Xie, Haiming Guo
{"title":"Zn(II)-Catalyzed Asymmetric Transfer Hydrogenation of γ-Indolyl β, γ-Unsaturated α-Keto Amides and α-Keto Esters with Hantzsch Ester","authors":"Xing-Ping Zhang, Sai-Ya Lian, Hai-Xia Wang, Mingsheng Xie, Haiming Guo","doi":"10.1002/adsc.202500158","DOIUrl":"https://doi.org/10.1002/adsc.202500158","url":null,"abstract":"Abstract: Highly enantioselective transfer hydrogenation of γ-indolyl β, γ-unsaturated α-keto amides and α-keto esters with Hantzsch ester catalyzed by chiral zinc complex is reported. Using 5 mol% of Zn(OTf)2-imidazolidine-pyrroloimidazolone pyridine as the catalyst, the C=C bond in γ-indolyl β, γ-unsaturated α-keto amides is selectively reduced, affording hydrogenation products in high yields (up to 99% yield) and excellent enantioselectivities (up to 99% ee). Using the same catalyst system, the C=O bond in α-keto esters is reduced, generating α-hydroxy esters in good results (up to 99% yield and 98% ee). A retro-Michael pathway and subsequent transfer hydrogenation reaction are proposed for the explanation of the side product in the transfer hydrogenation of γ-indolyl β, γ-unsaturated α-keto amides.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"29 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143713683","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}
引用次数: 0
Front Cover Picture: (Adv. Synth. Catal. 6/2025)
IF 4.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-03-25 DOI: 10.1002/adsc.202580601
{"title":"Front Cover Picture: (Adv. Synth. Catal. 6/2025)","authors":"","doi":"10.1002/adsc.202580601","DOIUrl":"https://doi.org/10.1002/adsc.202580601","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 6","pages":""},"PeriodicalIF":4.4,"publicationDate":"2025-03-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/adsc.202580601","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143698760","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}
引用次数: 0
Ag(I)-Catalyzed Intramolecular Cascade Cyclization to Construct [6–5–7–6] Heterotetracyclic (-N and -O) Indole Fused Scaffolds
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-03-24 DOI: 10.1002/adsc.202500140
Madan Kumar, Ankush Kumar, Soni Devi, Avijit Goswami
{"title":"Ag(I)-Catalyzed Intramolecular Cascade Cyclization to Construct [6–5–7–6] Heterotetracyclic (-N and -O) Indole Fused Scaffolds","authors":"Madan Kumar, Ankush Kumar, Soni Devi, Avijit Goswami","doi":"10.1002/adsc.202500140","DOIUrl":"https://doi.org/10.1002/adsc.202500140","url":null,"abstract":"Herein, we report a silver-catalyzed intramolecular cascade reaction of 2-alkynylaniline tethered heteroenone systems to achieve the synthesis of [6–5–7–6] heterotetracyclic indole fused benzoxepino- and benzoazepino scaffolds. The reaction proceeded through a silver(I)-initiation cascade intramolecular 5-endo-dig cyclization followed by 7-exo-trig cyclization to enable the structurally diverse [6–5–7–6] heterotetracyclic adducts in modest to good yields.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"18 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143678051","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}
引用次数: 0
Gram-Scale Photocatalysis with a Stable and Recyclable Chromium(III) Photocatalyst in Acetonitrile and in Water
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-03-21 DOI: 10.1002/adsc.202500075
Steven Sittel, Julian Neuner, Jonas M. Grenz, Christoph Förster, Robert Naumann, Katja Heinze
{"title":"Gram-Scale Photocatalysis with a Stable and Recyclable Chromium(III) Photocatalyst in Acetonitrile and in Water","authors":"Steven Sittel, Julian Neuner, Jonas M. Grenz, Christoph Förster, Robert Naumann, Katja Heinze","doi":"10.1002/adsc.202500075","DOIUrl":"https://doi.org/10.1002/adsc.202500075","url":null,"abstract":"The use of stable photosensitizers made on a multigram-scale from cheap and available starting materials offers an extraordinary opportunity to translate small-scale proof-of-concept photoreactions to widespread applications in non-specialized laboratories, thereby promoting the implementation of light-driven syntheses. Herein, we report an easy, multigram-scale preparation of the exceptionally photo- and redoxstable chromium(III) complex [Cr(tpe)2]3+ (tpe = 1,1,1-tris(pyrid-2-yl)ethane) at room temperature. This photocatalyst was successfully employed in acetonitrile and in the “green” solvent water as demonstrated in visible-light induced Schenck-Ene reactions, Newman-Kwart rearrangements, radical cation Diels-Alder cycloadditions, oxidative decarboxylation and trifluoromethylation reactions with excellent substrate conversions and high turnover numbers. Gram-scale photocatalytic reactions were conducted using a simple round-bottom flask as reaction vessel and irradiation with energy-efficient blue LEDs or even with sunlight. The stable photocatalyst was successfully recycled in up to 90–92 % yields after the photoreactions.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"27 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-03-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143666448","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}
引用次数: 0
Palladium-Catalyzed Carbonylative Cyclization of Propargyl Alcohols with CO2: a Straightforward Route to Butenolides 钯催化的丙炔醇与 CO2 的羰基环化反应：制备丁烯内酯的直接途径
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-03-21 DOI: 10.1002/adsc.202500201
Chaorong Qi, Zhongrong Xu, Jiecheng Huang, Ting Zhao, Yanwei Ren, Huanfeng Jiang
{"title":"Palladium-Catalyzed Carbonylative Cyclization of Propargyl Alcohols with CO2: a Straightforward Route to Butenolides","authors":"Chaorong Qi, Zhongrong Xu, Jiecheng Huang, Ting Zhao, Yanwei Ren, Huanfeng Jiang","doi":"10.1002/adsc.202500201","DOIUrl":"https://doi.org/10.1002/adsc.202500201","url":null,"abstract":"A palladium-catalyzed carbonylative cyclization of propargyl alcohol with carbon dioxide (CO2) as a carbonyl source has been reported for the first time, which provides an efficient and straightforward route to a range of valuable butenolides in moderate to high yields. The reaction can be performed in one step and features good functional group tolerance and broad substrate scope. The application of the new method was also demonstrated by direct carbonylative cyclization of biologically active molecules.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"41 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-03-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143672714","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}
引用次数: 0
N-Heterocyclic Carbene-Diboron-Substrate Cooperatively Facilitate Direct Amidation of Carboxylic Acids and Amines
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-03-20 DOI: 10.1002/adsc.202401441
Di Wu, Yang Wang, Sheng Tao, Tao Wang, Fei Chen, Zhi-Hong Du, Chun-Bo Bo, Min Li, Bin Dai, Donghui Wei, Ning Liu
{"title":"N-Heterocyclic Carbene-Diboron-Substrate Cooperatively Facilitate Direct Amidation of Carboxylic Acids and Amines","authors":"Di Wu, Yang Wang, Sheng Tao, Tao Wang, Fei Chen, Zhi-Hong Du, Chun-Bo Bo, Min Li, Bin Dai, Donghui Wei, Ning Liu","doi":"10.1002/adsc.202401441","DOIUrl":"https://doi.org/10.1002/adsc.202401441","url":null,"abstract":"Herein, we report that an efficient and practical organocatalyzed strategy enables direct amidation of a wide range of carboxylic acids and variety of amines. The organocatalyzed system is proved to be suitable for the synthesis of small molecular peptides from protected amino acids, and the method was successfully applied to the late stage functionalization of drug molecules or pharmaceutical intermediates. Mechanistic studies by control experiments, in situ infrared spectroscopy, 11B nuclear magnetic resonance (11B NMR), and density functional theory (DFT) calculation, reveal that N-propyl-N-(2-(pyridin-2-ylamino)phenyl) formamide reacts with B2pin2 to form the N-heterocyclic carbene (NHC)-diboron adduct, and the boron atom of NHC-diboron adduct is able to coordinate to the carboxyl oxygen atom of the carboxylic acid to generate the true active species of NHC-diboron-carboxylic acid for catalyzing the amidation of carboxylic acids and amines. The discovery of in situ generation of catalytic system in combination of multi-catalytic components with substrates may open the door to cooperative catalysis for the synthesis of important organic molecules.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"124 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143661089","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}
引用次数: 0
首页 上一页 下一页 尾页
0
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整，为了账户安全，请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
请完成安全验证×
相关产品
×
本文献相关产品
联系我们：info@booksci.cn Book学术提供免费学术资源搜索服务，方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号：481959085
Book学术官方微信