Tetrahedron chem最新文献_第5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 : 2024-07-03 DOI: 10.1016/j.tchem.2024.100082

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

引用次数: 0

Repurposing HER catalysis toward metal hydride-mediated electro-reductive transformations 将 HER 催化重新用于金属氢化物介导的电还原转化

Tetrahedron chem Pub Date : 2024-06-27 DOI: 10.1016/j.tchem.2024.100080

Sheng Zhang, Man-Bo Li

{"title":"Repurposing HER catalysis toward metal hydride-mediated electro-reductive transformations","authors":"Sheng Zhang, Man-Bo Li","doi":"10.1016/j.tchem.2024.100080","DOIUrl":"https://doi.org/10.1016/j.tchem.2024.100080","url":null,"abstract":"<div>Hydrogen evolution reaction (HER) is known as one of the most cardinal reactions in energy chemistry. In the field, tremendous efforts have been devoted to discovering highly efficient catalysts and investigating the reaction mechanism. Metal hydrides are the most critical intermediates in the HER catalysis, and they also exhibit versatile reactivity in organic transformations. Redirecting HER catalysis for metal hydride-mediated electrochemical transformations would provide effective solutions for some challenging issues in conventional organic chemistry. Although some remarkable progress has recently been achieved in the cross-subject, the synthetic chemistry community has yet to fully understand the related catalytic mechanism and catalyst design. Herein, we conclude the catalytic HER mechanism and catalyst design principles to facilitate the repurposing HER catalysis toward organic electrochemistry. Recent examples of metal hydride-mediated electro-reductive transformations have also been covered, including the reduction of unsaturated bonds and the functionalization of C–H bonds. Additionally, we discussed challenges and future developments in the field.</div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"11 ","pages":"Article 100080"},"PeriodicalIF":0.0,"publicationDate":"2024-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666951X24000196/pdfft?md5=69ceaa5807bacf0325ed1656a32e9535&pid=1-s2.0-S2666951X24000196-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141486682","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

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 : 2024-06-17 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":"2024-06-17","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}

引用次数: 0

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 : 2024-06-15 DOI: 10.1016/j.tchem.2024.100079

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

引用次数: 0

Biocatalytic reactions, crystal structures and mechanisms of kynurenine formamidases 犬尿氨酸甲酰胺酶的生物催化反应、晶体结构和机制

Tetrahedron chem Pub Date : 2024-06-10 DOI: 10.1016/j.tchem.2024.100077

Changmei Liu , Chengyue Miao , Xiaorui Chen , Yan Zhang , Yijian Rao , Zhenbo Yuan

{"title":"Biocatalytic reactions, crystal structures and mechanisms of kynurenine formamidases","authors":"Changmei Liu , Chengyue Miao , Xiaorui Chen , Yan Zhang , Yijian Rao , Zhenbo Yuan","doi":"10.1016/j.tchem.2024.100077","DOIUrl":"https://doi.org/10.1016/j.tchem.2024.100077","url":null,"abstract":"<div>Kynurenine (Kyn) as a non-proteinogenic amino acid, is prevalent in various bioactive natural products, and plays a pivotal role in metabolism and related diseases. Thus, several synthetic methods toward Kyn have been established with the employment of acid/base-mediated hydrolysis reaction to remove the formyl group of N-formylkynurenine (NFK), which is not satisfied with the trend of green chemistry. Learning from nature, kynurenine formamidase is considered a promising biocatalyst to realize the hydrolysis of NFK as alternative to the environmentally unfriendly acid or base. For these reasons, interest in the kynurenine formamidase has increased, but the research area still remains relatively underexplored. In this review, the recent investigations on the biocatalytic reactions, crystal structures and mechanisms of the kynurenine formamidases in combination with the homologous enzymes with inferred kynurenine formamidase activity are summarized. This review may help researchers understand kynurenine formamidase further and apply them in the preparation of Kyn for natural products synthesis and drug development.</div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"11 ","pages":"Article 100077"},"PeriodicalIF":0.0,"publicationDate":"2024-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666951X24000160/pdfft?md5=9ac8cf7e28a6ada9565c2b45b1d4231c&pid=1-s2.0-S2666951X24000160-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141333242","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

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 DOI: 10.1016/j.tchem.2024.100075

Ruth P. Paulino , Karen Ichikawa , Jonathan Sperry

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 : 2024-05-01 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":"2024-05-01","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

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 : 2024-04-16 DOI: 10.1016/j.tchem.2024.100073

Viktor Klöpfer , Anurag Chinchole , Oliver Reiser

引用次数: 0

Strain-release transformations of bicyclo[1.1.0]butanes and [1.1.1]propellanes 双环[1.1.0]丁烷和[1.1.1]丙烷的应变释放转化

Tetrahedron chem Pub Date : 2024-03-01 DOI: 10.1016/j.tchem.2024.100070

Qian-Qian Hu , Jie Chen , Yang Yang , Hui Yang , Ling Zhou

引用次数: 0

Recent advances in stereoselective synthesis of non-classical glycosides 非经典苷类立体选择性合成的最新进展

Tetrahedron chem Pub Date : 2024-03-01 DOI: 10.1016/j.tchem.2024.100068

Anrong Chen , Guoqiang Cheng , Feng Zhu

引用次数: 0