Tetrahedron最新文献_第9页

Microwave assisted N-directed Pd-catalyzed direct ortho-acyloxylation, and ortho-hydroxylation of benzo[b][1,4]oxazin- 2-ones via C–H activation

IF 2.1 3区化学

Tetrahedron Pub Date : 2025-02-21 DOI: 10.1016/j.tet.2025.134552

Sandeep Kumar, Aditi Arora, Sumit Kumar, Brajendra K. Singh

引用次数: 0

Copper–hydride catalyzed diastereo- and enantioselective synthesis of homopropargyl amines through reductive coupling of 1,3-enynes with imines

IF 2.1 3区化学

Tetrahedron Pub Date : 2025-02-20 DOI: 10.1016/j.tet.2025.134539

Ting Su , Mingfeng Li , Fanke Meng , Qinglei Chong

引用次数: 0

Superacid-promoted synthesis of imidazole-containing spirocycles

IF 2.1 3区化学

Tetrahedron Pub Date : 2025-02-20 DOI: 10.1016/j.tet.2025.134542

Jeffrey C. Ferreira, Douglas A. Klumpp

引用次数: 0

Dual activation with Fe(NTf2)3 and I2: Regioselective halogenation of aromatic compounds using N-halosuccinimides (NXS)

IF 2.1 3区化学

Tetrahedron Pub Date : 2025-02-20 DOI: 10.1016/j.tet.2025.134544

Kiyoshi Tanemura

{"title":"Dual activation with Fe(NTf2)3 and I2: Regioselective halogenation of aromatic compounds using N-halosuccinimides (NXS)","authors":"Kiyoshi Tanemura","doi":"10.1016/j.tet.2025.134544","DOIUrl":"10.1016/j.tet.2025.134544","url":null,"abstract":"<div><div>Halogenation of a wide range of aromatic compounds catalyzed by Fe(NTf<sub>2</sub>)<sub>3</sub> in the presence of a catalytic amount of I<sub>2</sub> using <em>N</em>-bromosuccinimide (NBS) or <em>N</em>-chlorosuccinimide (NCS) in MeCN was reported. Dual activation with Fe(NTf<sub>2</sub>)<sub>3</sub> and I<sub>2</sub> was quite useful to accelerate the reactions. High para selectivity was realized for the halogenation of aromatic compounds possessing electron-donating groups. Solvent-free reactions were effective for the halogenation of electron-deficient compounds. Furthermore, this method was suitable for the bromination of the compounds possessing acid-sensitive groups such as acetal, dihydrofuran, aldehyde, and epoxide. In the bromination of phenol and aniline derivatives, BiCl<sub>3</sub> was suitable to give the corresponding bromides in excellent yields. The procedure was successfully applied to the late-stage halogenation of drugs and natural products. One-pot bromination/Suzuki-Miyaura cross-coupling reactions afforded the corresponding biaryls in good yields without the removal of MeCN. When BiCl<sub>3</sub> was used as the catalyst, one-pot bromination/Sonogashira coupling reactions gave the corresponding alkynes without the removal of MeCN. This method is practical because the catalysts are cheap and the reactions can be performed under ambient air conditions.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"176 ","pages":"Article 134544"},"PeriodicalIF":2.1,"publicationDate":"2025-02-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143480404","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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

Regioselectivity for nucleophilic substitutions of aryl halides with DMF in deep eutectic solvent

IF 2.1 3区化学

Tetrahedron Pub Date : 2025-02-18 DOI: 10.1016/j.tet.2025.134543

Shuangping Chen , Tong Pan , Qi Jiang , Jia Li , Jinming Chen , Wenbing Sheng

引用次数: 0

Efficient N-methylation of primary amides using methanol under Mn(I)-catalysis

IF 2.1 3区化学

Tetrahedron Pub Date : 2025-02-18 DOI: 10.1016/j.tet.2025.134535

Reshma Babu , Smruti Rekha Padhy , Ekambaram Balaraman

引用次数: 0

Construction of novel Donor-Acceptor type self-assembled molecules together with NiOx for flexible perovskite solar cells

IF 2.1 3区化学

Tetrahedron Pub Date : 2025-02-15 DOI: 10.1016/j.tet.2025.134541

Yuanqiong Lin , Xiao Zhang , Xiaoshang Zhong , Chunlin Lu , Yinghua Lu , Xin Li , Song Tu

{"title":"Construction of novel Donor-Acceptor type self-assembled molecules together with NiOx for flexible perovskite solar cells","authors":"Yuanqiong Lin , Xiao Zhang , Xiaoshang Zhong , Chunlin Lu , Yinghua Lu , Xin Li , Song Tu","doi":"10.1016/j.tet.2025.134541","DOIUrl":"10.1016/j.tet.2025.134541","url":null,"abstract":"<div><div>Donor-Acceptor (D-A) type self-assembled molecules (SAMs) are regarded as star organic small molecules that can effectively alleviate the undesired NiO<sub>x</sub>/perovskite interface problem and demonstrate exceptional hole extraction and transport ability. However, the structure-performance relationships of donor units or anchoring groups of suitable D-A SAMs have not been unveiled. Here, we try to discuss such structure-performance relationships by designing and synthesizing a series of D-A type SAMs (<strong>TQB</strong>, <strong>DQB</strong>, <strong>DQC</strong> and <strong>DQP</strong>), which incorporate dibenzofurans-substituted bis(4-methoxyphenyl)amine or methoxy triphenylamine as donor unit, quinoxaline as acceptor unit, and phenylboronic acid or benzoic acid or phenylphosphinic acid as anchoring group. Among them, <strong>DQB</strong>, a dibenzofurans-substituted phenylboronic acid derivative, has unique advantages in terms of thermal stability, interface contact and hole extraction. For different donors, the relevant test and characterization results make clear that the donor with a larger rigid plane building block in SAMs not only enhances thermal stability and electron-donating capability of the SAMs, but also induces high-quality perovskite films. Furthermore, methoxy on the more electron-rich terminal group better passivates perovskite defects. As an anchoring group of D-A type SAMs, the mildly acidic boronic acid group can form the strongest B–<em>O</em>–Ni bond. It stands to reason that unacceptable interfacial reactions and recombination are suppressed. Consequently, the power conversion efficiency of 17.88 % generated by NiO<sub>x</sub>/<strong>DQB</strong>-based p-i-n flexible perovskite solar cells is superior to that of other devices. Our results offer a reference for the design of SAMs with better performance.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"176 ","pages":"Article 134541"},"PeriodicalIF":2.1,"publicationDate":"2025-02-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143480462","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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

Synthesis of 8,1′-ethano-2′-deoxyinosine-containing oligonucleotides, and their antiparallel Watson–Crick and parallel Hoogsteen duplex-forming abilities

IF 2.1 3区化学

Tetrahedron Pub Date : 2025-02-14 DOI: 10.1016/j.tet.2025.134538

Honoka Hanashiro, Yuta Ito, Yasufumi Fuchi, Yoshiyuki Hari

{"title":"Synthesis of 8,1′-ethano-2′-deoxyinosine-containing oligonucleotides, and their antiparallel Watson–Crick and parallel Hoogsteen duplex-forming abilities","authors":"Honoka Hanashiro, Yuta Ito, Yasufumi Fuchi, Yoshiyuki Hari","doi":"10.1016/j.tet.2025.134538","DOIUrl":"10.1016/j.tet.2025.134538","url":null,"abstract":"<div><div>Recently, we developed oligonucleotides (ONs) containing <em>syn</em>-constrained 8,1′-ethano-2′-deoxyadenosine. In this study, we further explored the synthesis of 8,1′-ethano-2′-deoxyguanosine (ethano-dG) and 8,1′-ethano-2′-deoxyinosine (ethano-dI). Although ethano-dG could not be synthesized, ethano-dI, in which the inosine (<sup>eth</sup>I) base was fixed in <em>syn</em> conformation, was successfully synthesized and incorporated into ONs. Subsequently, duplex-forming ability of ethano-dI-containing ONs was evaluated using ultraviolet (UV) melting experiments. Antiparallel Watson–Crick duplex containing the <sup>eth</sup>I:guanine base pair showed higher thermal stability than those containing other <sup>eth</sup>I:X base pairs (X = adenine, cytosine, or thymine) due to the formation of two Hoogsteen-type hydrogen bonds between <sup>eth</sup>I and guanine base at the Watson–Crick side. Although parallel Hoogsteen duplex formation generally requires acidic conditions, ethano-dI-containing ONs formed a parallel Hoogsteen duplex with the complementary DNA under neutral conditions, indicating that <sup>eth</sup>I stably recognized the cytosine base via two Watson–Crick-type hydrogen bonds. Overall, our findings suggest ethano-dI as a useful material to elucidate the biological functions of <em>syn</em>-oriented purine nucleosides in DNA.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"175 ","pages":"Article 134538"},"PeriodicalIF":2.1,"publicationDate":"2025-02-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143437308","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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

Sulfonyl-stabilized 4-alkylidene dihydropyridines as C-donor ligands in organotransition metal catalysis: Synthesis of palladium complexes

IF 2.1 3区化学

Tetrahedron Pub Date : 2025-02-14 DOI: 10.1016/j.tet.2025.134540

Anushree Poddar , F. Christopher Pigge

引用次数: 0

Photoinduced ligand-to-copper charge transfer for decarboxylative hydrogenation of aromatic carboxylic acids

IF 2.1 3区化学

Tetrahedron Pub Date : 2025-02-13 DOI: 10.1016/j.tet.2025.134536

Zhengjia Shen , Jiani Wei , Xue Hu , Zimu Gu , Qiqi Shao , Xuan Chen , Mingming Wang , Dongliang Zhang

引用次数: 0