Tetrahedron chem最新文献_第8页

Recent advances in copper-catalyzed asymmetric propargylic substitution 铜催化不对称丙炔基取代的最新进展

Tetrahedron chem Pub Date : 2024-08-01 Epub Date: 2024-07-03 DOI: 10.1016/j.tchem.2024.100082

Meng-Die Li, Xin-Ru Wang, Tao-Yan Lin

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Reactivities and mechanisms in organic reactions involving activation of elemental sulfur under basic conditions 基本条件下涉及元素硫活化的有机反应的反应活性和机理

Tetrahedron chem Pub Date : 2024-08-01 Epub Date: 2024-07-27 DOI: 10.1016/j.tchem.2024.100086

Peter Conen , Michael A.R. Meier

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A cobalt templated outer sphere hydrogen bond donor catalyst derived from 2-guanidinobenzimidazole: Synthesis, applications in carbon–carbon bond forming reactions, structure 源自 2-胍基苯并咪唑的钴模板外球氢键供体催化剂：合成、在碳-碳键形成反应中的应用、结构

Tetrahedron chem Pub Date : 2024-08-01 Epub Date: 2024-06-17 DOI: 10.1016/j.tchem.2024.100078

Katherine Wang, Coralie Thomas, Nattamai Bhuvanesh, John A. Gladysz

{"title":"A cobalt templated outer sphere hydrogen bond donor catalyst derived from 2-guanidinobenzimidazole: Synthesis, applications in carbon–carbon bond forming reactions, structure","authors":"Katherine Wang, Coralie Thomas, Nattamai Bhuvanesh, John A. Gladysz","doi":"10.1016/j.tchem.2024.100078","DOIUrl":"https://doi.org/10.1016/j.tchem.2024.100078","url":null,"abstract":"<div>A lipophilic tricationic cobalt tris(chelate) complex of 2-guanidinobenzimidazole (GBI), [Co(GBI)3]3+ 3BArf– (23+ 3BArf–; BArf = B(3,5-C6H3(CF3)2)4), is prepared from the corresponding hydrophilic trichloride salt and Na+ BArf– or Ag+ BArf– under aqueous/organic biphasic conditions. This racemic chiral complex, which is obtained as a mer isomer and a tetradecahydrate as assayed by NMR and TGA, is an excellent catalyst for additions of dimethyl malonate and indole to trans-ß-nitrostyrenes (10 mol%), and cycloadditions of CO2 to epoxides (1 mol%; solvent-free). Average yields (84 %, 91 %, 81 %) and rates are slightly greater than those obtained with a monocationic ruthenium GBI complex [(η5-C5H5)Ru(CO)(GBI)]+ BArf– prepared earlier. Attempted crystallization of 23+ 3Cl– gives a tetramethanol solvate of a salt derived from loss of two molecules of HCl. This can be represented as [Co(GBI)(GBI–H)2]+ Cl−, and bond lengths and hydrogen bonding motifs are carefully analyzed, especially in the context of dominant chelate resonance forms.</div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"11 ","pages":"Article 100078"},"PeriodicalIF":0.0,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666951X24000172/pdfft?md5=129d87487d5963230aee78924c599c96&pid=1-s2.0-S2666951X24000172-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141433831","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

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Asymmetric carbohydroxylation of alkenes via sequential photocatalytic oxo-alkylation and enzymatic reduction 通过顺序光催化氧化-烷基化和酶还原实现烯烃的不对称羧羟化反应

Tetrahedron chem Pub Date : 2024-08-01 Epub Date: 2024-07-04 DOI: 10.1016/j.tchem.2024.100083

Yiyin Liu , Kun Zhu , Xuemei Li , Xiaoyun Wu , Jinhui Feng , Atefeh Roosta , Qiaqing Wu , Dunming Zhu

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Selective C3- or C5-Borylation of furfural derivatives: Enabling the synthesis of tri- and tetra-substituted furan Analogues 糠醛衍生物的选择性 C3- 或 C5-乙酰化：实现三取代和四取代呋喃类似物的合成

Tetrahedron chem Pub Date : 2024-08-01 Epub Date: 2024-06-15 DOI: 10.1016/j.tchem.2024.100079

Alessia Mori , Mariana Isabel Crespo Monteiro , Filipa Siopa , Giovanni Poli , Julie Oble

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Dual iron- and organophotocatalyzed hydroformylation, hydroacylation and hydrocarboxylation of Michael-acceptors utilizing 1,3,5-trioxanes as C1-Synthone 利用 1,3,5-三氧杂环己烷作为 C1-Synthone 对迈克尔受体进行双铁催化和有机光催化的加氢甲酰化、加氢酰化和加氢羧化反应

Tetrahedron chem Pub Date : 2024-06-01 Epub Date: 2024-04-16 DOI: 10.1016/j.tchem.2024.100073

Viktor Klöpfer , Anurag Chinchole , Oliver Reiser

引用次数: 0

Synthesis and structural affirmation of pubesamides A and B, monoterpene N-benzoyltyramides from white sapote (Casimiroa pubescens) 白刺桐（Casimiroa pubescens）单萜烯 N-苯甲酰基酰胺 A 和 B 的合成与结构鉴定

Tetrahedron chem Pub Date : 2024-06-01 Epub Date: 2024-06-06 DOI: 10.1016/j.tchem.2024.100075

Ruth P. Paulino , Karen Ichikawa , Jonathan Sperry

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A molecular electron density theory study of hydrogen bond catalysed polar Diels–Alder reactions of α,β-unsaturated carbonyl compounds 氢键催化的 α、β-不饱和羰基化合物极性 Diels-Alder 反应的分子电子密度理论研究

Tetrahedron chem Pub Date : 2024-06-01 Epub Date: 2024-02-22 DOI: 10.1016/j.tchem.2024.100064

Luis R. Domingo , Patricia Pérez , Mar Ríos-Gutiérrez , M. José Aurell

{"title":"A molecular electron density theory study of hydrogen bond catalysed polar Diels–Alder reactions of α,β-unsaturated carbonyl compounds","authors":"Luis R. Domingo , Patricia Pérez , Mar Ríos-Gutiérrez , M. José Aurell","doi":"10.1016/j.tchem.2024.100064","DOIUrl":"https://doi.org/10.1016/j.tchem.2024.100064","url":null,"abstract":"<div>The hydrogen bond (HB) catalysed Diels-Alder (DA) reactions of acrolein with cyclopentadiene have been investigated within the Molecular Electron Density Theory (MEDT) at the ωB97X-D/6-311G(d,p) computational level. The formation of HBs increases the electrophilicity of these species, suggesting an acceleration of these polar Diels-Alder (P-DA) reactions with forward electron density flux. Formation of one or two HBs with acrolein decreases the activation energies of the HB-catalysed P-DA reactions by 1.7 (methanol) and 4.0 (squaramide) kcal·mol−1, with the corresponding DA reactions exhibiting low endo stereoselectivity. These HB-catalysed DA reactions proceed through non-concerted one-step mechanisms via asynchronous transition state structures (TSs). An Interacting Quantum Atoms (IQA) energy partitioning analysis of the TSs indicates that the intra-atomic stabilization of the acrolein framework, coupled with the increase of the global electron density transfer, plays a crucial role in reducing the activation energies of these HB-catalysed DA reactions.</div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"10 ","pages":"Article 100064"},"PeriodicalIF":0.0,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666951X24000032/pdfft?md5=3c45e65bcb0a8c68ae6311981e65b963&pid=1-s2.0-S2666951X24000032-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140290639","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Electrochemical hydrodefluorination of an aromatic trifluoromethyl group with ammonia as the hydrogen source 以氨为氢源的芳香族三氟甲基电化学氢氟化反应

Tetrahedron chem Pub Date : 2024-06-01 Epub Date: 2024-05-01 DOI: 10.1016/j.tchem.2024.100074

Jie Sheng , Jiaming Cheng , Xu Cheng

{"title":"Electrochemical hydrodefluorination of an aromatic trifluoromethyl group with ammonia as the hydrogen source","authors":"Jie Sheng , Jiaming Cheng , Xu Cheng","doi":"10.1016/j.tchem.2024.100074","DOIUrl":"https://doi.org/10.1016/j.tchem.2024.100074","url":null,"abstract":"<div>The aromatic difluoromethyl group (Ar-CF2H) is an emerging functional group found in pharmaceutical compounds. For synthesis, the hydrodefluorination of Ar-CF3 molecules is a straightforward approach in terms of atom economy and substrate scope. The reported hydrodefluorination reaction focused on the Ar-CF3 substrate bearing electron-withdrawing groups. In this report, we utilized electricity as the driving force for the hydrodefluorination of ArCF3, which involves electron-donating groups. By using ammonia as a traceless hydrogen and electron donor, the reaction could tolerate a variety of labile groups, including unprotected amine, pyrrole, furan, thioether, and silyl group, without sacrificial anodes in undivided cells. In this work, tBuOLi was found to be an essential additive for achieving good reactivity and chemoselectivity. Several Ar-CF2H pharmaceutical and intermediate products were synthesized via this approach.</div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"10 ","pages":"Article 100074"},"PeriodicalIF":0.0,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666951X24000135/pdfft?md5=81d7a2cae6ce30b12c26a34a87698976&pid=1-s2.0-S2666951X24000135-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140823089","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Total synthesis of 1,2,11,12E-tetradehydrohardwickiic acid 1,2,11,12E-四氢哈德猕猴酸的全合成

Tetrahedron chem Pub Date : 2024-03-01 Epub Date: 2023-12-09 DOI: 10.1016/j.tchem.2023.100057

Wenming Zhu , Duo Zhang , Yucheng Li, Ming Yang

{"title":"Total synthesis of 1,2,11,12E-tetradehydrohardwickiic acid","authors":"Wenming Zhu , Duo Zhang , Yucheng Li, Ming Yang","doi":"10.1016/j.tchem.2023.100057","DOIUrl":"10.1016/j.tchem.2023.100057","url":null,"abstract":"<div>Clerodane diterpenoids are a large class of natural products found in various species and exhibit a wide range of biological activities. trans-Clerodanes, which feature a trans-decalin core structure, are the most common subfamily of clerodane diterpenoids. Previously, we have developed a tail-to-head cyclization strategy via a titanium(III) catalyzed alkyne terminated radical polyene cyclization to synthesis C18 non-oxidized trans-clerodanes and sesquiterpene (hydro)quinones with a similar trans-decalin skeleton. In this communication, we reported the first asymmetric total synthesis of 1,2,11,12E-tetradehydrohardwickiic acid, a C18 oxidized trans-clerodane, through the product of titanium(III) catalyzed tail-to-head polyene cyclization of the derivative of farnesol. A hydroxyl group directed hydrogenation of alkene, an E-selective hydrobromination of terminal alkyne, and a Suzuki coupling were the key steps of the synthesis.</div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"9 ","pages":"Article 100057"},"PeriodicalIF":0.0,"publicationDate":"2024-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666951X23000232/pdfft?md5=4dc335a6b0a5b36ae7d33b8add32eafa&pid=1-s2.0-S2666951X23000232-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138621513","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0