发布求助
文献互助 智能选刊 最新文献

Tetrahedron chem最新文献

筛选
英文 中文
Design of a chiral molecular pocket in a Ni(II) complex to improve stereoselectivity in the kinetic resolution of racemic epoxides with CO2 Ni（II）配合物中手性分子袋的设计以提高外消旋环氧化合物与CO2的动力学拆分的立体选择性
Tetrahedron chem Pub Date : 2024-12-01 Epub Date: 2024-11-28 DOI: 10.1016/j.tchem.2024.100115
Mikhail A. Emelyanov , Alexander V. Bachinskiy , Yana V. Derkach , Vasiliy A. Chaliy , Alexander F. Smol'yakov , Michael G. Medvedev , Aleksei A. Titov , Victor I. Maleev , Vladimir A. Larionov
{"title":"Design of a chiral molecular pocket in a Ni(II) complex to improve stereoselectivity in the kinetic resolution of racemic epoxides with CO2","authors":"Mikhail A. Emelyanov ,&nbsp;Alexander V. Bachinskiy ,&nbsp;Yana V. Derkach ,&nbsp;Vasiliy A. Chaliy ,&nbsp;Alexander F. Smol'yakov ,&nbsp;Michael G. Medvedev ,&nbsp;Aleksei A. Titov ,&nbsp;Victor I. Maleev ,&nbsp;Vladimir A. Larionov","doi":"10.1016/j.tchem.2024.100115","DOIUrl":"10.1016/j.tchem.2024.100115","url":null,"abstract":"<div><div>The kinetic resolution of racemic epoxides using the carbon dioxide (CO<sub>2</sub>) molecule is of significant practical interest because the reaction yields the valuable products – enantiomerically enriched cyclic carbonates (1,3-dioxolan-2-ones), along with the remaining opposite enantiomer of the epoxide. However, one is the main challenges in this direction is the absence of the universal and efficient chiral catalytic systems for the resolution of different epoxides by CO<sub>2</sub> with a high selectivity factor (<em>s</em>). In this context, we herein present a perspective proof-of-concept approach for the improvement of stereoselectivity in the resolution of terminal epoxides by a rational design of an appropriate chiral molecular pocket in a Ni(II) complex based on commercially available (<em>S</em>)-(2-aminomethyl)pyrrolidine and 3,5-di-<em>tert</em>-butylsalicylaldehyde. The obtained chiral Ni(II) complex with iodide-anion catalyzes the kinetic resolution of epoxides by CO<sub>2</sub> with <em>s</em>-factor up to 7.8, while the addition of a suitable chiral ligand to this system, particularly, (<em>S</em>)-(2-anilinomethyl)pyrrolidine led to the increasing of <em>s</em>-factor up to 11.5 in the case of challenging styrene oxide (<em>ee</em> of styrene cyclic carbonate was 82%) which is being one of the best results for this substrate to date. It is gratifying to note that even achiral co-ligands can be used, greatly simplifying the catalytic system. The experimental and spectral data and DFT calculations revealed the mechanism of catalysis and enantioselection.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100115"},"PeriodicalIF":0.0,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142757076","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
Erratum to “Palladium (II)-catalyzed cascade reactions initiated with directed activation of unactivated sp3 C–H bonds” [Tetrahedron Chem 7 (2023) 100046] 钯（II）催化的级联反应由未活化的 sp3 C-H 键定向活化引发》的勘误 [Tetrahedron Chem 7 (2023) 100046]
Tetrahedron chem Pub Date : 2024-12-01 Epub Date: 2024-10-07 DOI: 10.1016/j.tchem.2024.100098
Robbie Ge , Faith Herington , Alana Mangawang , Debabrata Maiti , Haibo Ge
{"title":"Erratum to “Palladium (II)-catalyzed cascade reactions initiated with directed activation of unactivated sp3 C–H bonds” [Tetrahedron Chem 7 (2023) 100046]","authors":"Robbie Ge ,&nbsp;Faith Herington ,&nbsp;Alana Mangawang ,&nbsp;Debabrata Maiti ,&nbsp;Haibo Ge","doi":"10.1016/j.tchem.2024.100098","DOIUrl":"10.1016/j.tchem.2024.100098","url":null,"abstract":"","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100098"},"PeriodicalIF":0.0,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142416417","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
Direct selective azidation of C(sp3)−H groups C(sp3)−H基团的直接选择性叠氮化反应
Tetrahedron chem Pub Date : 2024-12-01 Epub Date: 2024-11-26 DOI: 10.1016/j.tchem.2024.100114
Artem A. Antonov , Konstantin P. Bryliakov
{"title":"Direct selective azidation of C(sp3)−H groups","authors":"Artem A. Antonov ,&nbsp;Konstantin P. Bryliakov","doi":"10.1016/j.tchem.2024.100114","DOIUrl":"10.1016/j.tchem.2024.100114","url":null,"abstract":"<div><div>Organic azides are convenient and versatile intermediates for the synthesis of various nitrogen-containing scaffolds, including biologically active compounds, approved drugs, functional materials, etc. Designing general approaches to deliberately chemo-, regio-, and steroselective synthesis of aliphatic azides is an urgent task of synthetic chemistry. Particularly challenging is direct azidation of non-activated C(sp<sup>3</sup>)−H groups, capable of providing ready access to remote and late-stage functionalization of complex targets without need for re-designing existing multistep synthetic procedures. This contribution surveys the C(sp<sup>3</sup>)−H azidation approaches known to date, both non-catalytic and catalytic, including enzyme-mediated ones, with the major focus on the synthetic perspective of these transformations. Essential mechanistic details are briefly discussed.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100114"},"PeriodicalIF":0.0,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142742882","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
Palladium iodide catalyzed oxidative carbonylations 碘化钯催化氧化羰基化反应
Tetrahedron chem Pub Date : 2024-12-01 Epub Date: 2024-11-01 DOI: 10.1016/j.tchem.2024.100107
Bartolo Gabriele
{"title":"Palladium iodide catalyzed oxidative carbonylations","authors":"Bartolo Gabriele","doi":"10.1016/j.tchem.2024.100107","DOIUrl":"10.1016/j.tchem.2024.100107","url":null,"abstract":"<div><div>Since the first publication in 1992, the PdI<sub>2</sub>/KI-catalyzed oxidative carbonylation reaction has emerged as a powerful methodology for the multicomponent and sustainable synthesis of high value added carbonylated compounds (esters, amides, lactones, lactams, ureas, oxazolidinones, cyclic carbonates, and so on) starting from simple feedstocks (alkynes, alcohols, amines, etc) in combination with carbon monoxide as the simplest and atom-economical source of the carbonyl group. The main feature of this methodology is related to the possibility to catalytically assembly several simple units in an ordered sequence to produce carbonylated derivatives in a selective way under conditions that employ the greenest and most convenient oxidation agent available (that is, oxygen from air) with formation of water as benign coproduct.</div><div>In this Review, I will illustrate the achievements that have been realized in this exciting field of research in the course of the years.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100107"},"PeriodicalIF":0.0,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142721559","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
Palladium-catalyzed desymmetric coupling reaction between silacyclobutanes and terminal alkynes for the synthesis of silicon-stereogenic allyl vinylsilanes 钯催化硅环丁烷与末端炔烃的不对称偶联反应，用于合成硅稳定烯丙基乙烯基硅烷
Tetrahedron chem Pub Date : 2024-12-01 Epub Date: 2024-09-07 DOI: 10.1016/j.tchem.2024.100093
Zhi-Yuan Chen , Zi-Lu Wang , Jin-Bo Zhao , Yun-He Xu
{"title":"Palladium-catalyzed desymmetric coupling reaction between silacyclobutanes and terminal alkynes for the synthesis of silicon-stereogenic allyl vinylsilanes","authors":"Zhi-Yuan Chen ,&nbsp;Zi-Lu Wang ,&nbsp;Jin-Bo Zhao ,&nbsp;Yun-He Xu","doi":"10.1016/j.tchem.2024.100093","DOIUrl":"10.1016/j.tchem.2024.100093","url":null,"abstract":"<div><div>A palladium/TADDOL-derived phosphonate catalyzed desymmetric ring-opening coupling bewteen prochiral silacyclobutanes and alkyl terminal alkynes was developed. This catalytic system facilitates the formation of optically active allyl vinylsilane compounds featuring a quaternary silicon-stereogenic center, achieving good to high yields and moderate to good enantiomeric ratios. This approach significantly broaden the scope of ring-opening desymmetrization reactions involving silacyclobutanes under transition metal catalysis.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100093"},"PeriodicalIF":0.0,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666951X24000329/pdfft?md5=073e3035c3d6920f145a27af2ba1c7ee&pid=1-s2.0-S2666951X24000329-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142314789","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 modern approach to intermittent illumination for the characterization of chain-propagation in photoredox catalysis 间歇照明用于表征光氧化催化过程中链式传播的现代方法
Tetrahedron chem Pub Date : 2024-12-01 Epub Date: 2024-11-12 DOI: 10.1016/j.tchem.2024.100110
K.A. Viraj Miyuranga , Kaitlin E. Ashcraft , Spencer P. Pitre
{"title":"A modern approach to intermittent illumination for the characterization of chain-propagation in photoredox catalysis","authors":"K.A. Viraj Miyuranga ,&nbsp;Kaitlin E. Ashcraft ,&nbsp;Spencer P. Pitre","doi":"10.1016/j.tchem.2024.100110","DOIUrl":"10.1016/j.tchem.2024.100110","url":null,"abstract":"<div><div>Photoredox catalysis has become an invaluable tool for the construction of organic molecules, allowing for unparalleled control over radical intermediates enabled by the mild conditions achieved through visible-light activation of a photocatalyst. These reactions can be classified under two distinct mechanistic paradigms: closed photocatalytic cycles, and photoinitiated chain reactions. While optimization strategies for each of these classes of reaction differ significantly, organic chemists still lack a straightforward means for probing chain-propagation. In this work, we report a simple and accessible approach to performing intermittent illumination studies for characterizing chain reactions in photoredox catalysis. Using modern LED technologies to precisely control the rate of sample illumination, we were able to validate the presence or absence of product-forming chain reactions in four previously reported photoredox protocols. Furthermore, this technique also allows for the determination of chain-propagating lifetimes through a simple graphical analysis. Given the operational simplicity and ease of accessibility, we believe this intermittent illumination technique will be of great value to practitioners of the field moving forward.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100110"},"PeriodicalIF":0.0,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142653834","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
Pd(II)-catalyzed C–H annulation and lactonization of indole-2-carboxamides with hydroxyalkynoates using air as an oxidant 以空气为氧化剂催化吲哚-2-甲酰胺与羟基炔酸盐的 C-H 环化和内酯化反应
Tetrahedron chem Pub Date : 2024-12-01 Epub Date: 2024-10-19 DOI: 10.1016/j.tchem.2024.100104
Kiran Aswale , Rajashaker Bantu , B. Sridhar , B.V. Subba Reddy
{"title":"Pd(II)-catalyzed C–H annulation and lactonization of indole-2-carboxamides with hydroxyalkynoates using air as an oxidant","authors":"Kiran Aswale ,&nbsp;Rajashaker Bantu ,&nbsp;B. Sridhar ,&nbsp;B.V. Subba Reddy","doi":"10.1016/j.tchem.2024.100104","DOIUrl":"10.1016/j.tchem.2024.100104","url":null,"abstract":"<div><div>A novel palladium(II) catalyzed C–H annulation strategy has been developed for the synthesis of a diverse range of furo[3′,4':5,6]pyrido[3,4-<em>b</em>]indole-1,5(3<em>H</em>)-dione scaffolds. This is the first report on the construction of polycyclic carboline frameworks from indole-2-carboxamides and 4-hydroxy-2-alkynoates. This method provides a direct access to fused carbolines that are closely resemble to biologically active <em>β</em>-carboline frameworks.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100104"},"PeriodicalIF":0.0,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142578720","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
Erratum to “Reactivities and mechanisms in organic reactions involving activation of elemental sulfur under basic conditions” [Tetrahedron Chem 11 (2024) 100086] 对 "基本条件下涉及元素硫活化的有机反应的活性和机理 "的勘误 [Tetrahedron Chem 11 (2024) 100086]
Tetrahedron chem Pub Date : 2024-12-01 Epub Date: 2024-10-05 DOI: 10.1016/j.tchem.2024.100102
Peter Conen , Michael A.R. Meier
{"title":"Erratum to “Reactivities and mechanisms in organic reactions involving activation of elemental sulfur under basic conditions” [Tetrahedron Chem 11 (2024) 100086]","authors":"Peter Conen ,&nbsp;Michael A.R. Meier","doi":"10.1016/j.tchem.2024.100102","DOIUrl":"10.1016/j.tchem.2024.100102","url":null,"abstract":"","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100102"},"PeriodicalIF":0.0,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142420266","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
Erratum to “Hydrogen bond-mediated organocatalytic enantioselective reduction of nitroalkenes in deep eutectic solvents” [Tetrahedron Chem 6 (2023) 100038] 对 "氢键介导的有机催化对映选择性还原深共晶溶剂中的硝基烯 "的勘误 [Tetrahedron Chem 6 (2023) 100038]
Tetrahedron chem Pub Date : 2024-12-01 Epub Date: 2024-10-05 DOI: 10.1016/j.tchem.2024.100097
Chiara Faverio, Monica Fiorenza Boselli, Tommaso Ruggiero, Laura Raimondi, Maurizio Benaglia
{"title":"Erratum to “Hydrogen bond-mediated organocatalytic enantioselective reduction of nitroalkenes in deep eutectic solvents” [Tetrahedron Chem 6 (2023) 100038]","authors":"Chiara Faverio,&nbsp;Monica Fiorenza Boselli,&nbsp;Tommaso Ruggiero,&nbsp;Laura Raimondi,&nbsp;Maurizio Benaglia","doi":"10.1016/j.tchem.2024.100097","DOIUrl":"10.1016/j.tchem.2024.100097","url":null,"abstract":"","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100097"},"PeriodicalIF":0.0,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142420382","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
Photo- and electro-chemical strategies for indazole synthesis 吲哚唑合成的光电化学策略
Tetrahedron chem Pub Date : 2024-12-01 Epub Date: 2024-12-05 DOI: 10.1016/j.tchem.2024.100116
Binbin Huang
{"title":"Photo- and electro-chemical strategies for indazole synthesis","authors":"Binbin Huang","doi":"10.1016/j.tchem.2024.100116","DOIUrl":"10.1016/j.tchem.2024.100116","url":null,"abstract":"<div><div>The indazole core is prevalently found in the structures of bioactive molecules, demonstrating promising potential in medicinal chemistry and drug discovery, which therefore has attracted sustained attention from the synthetic community. Over the recent decades, significant progress has been achieved in both organic photocatalysis and electrosynthesis, offering novel approaches for the efficient and sustainable synthesis of various functionalized indazoles. This mini-review highlights the emerging methodological advancements in photo-/electro-chemical synthesis of two common forms of indazole, namely 1<em>H</em>- and 2<em>H</em>-indazoles, which are classified by specific intramolecular bond formation patterns: (1) C–C bond formation, (2) C–N bond formation, and (3) N–N bond formation. The reaction conditions, representative scopes, and mechanistic understandings of these protocols are emphasized, to elucidate the advantages and limitations in current strategies, with an aim to inspire future innovations that may address challenges in modern indazole synthesis.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"12 ","pages":"Article 100116"},"PeriodicalIF":0.0,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143129867","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
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：604180095
Book学术官方微信
小红书