Tetrahedron最新文献_第3页

Mn(III)-mediated defluorinative radical cyclization of β,β-difluoro-ortho-alkenyl isocyanides with boronic acids: Access to 3-fluoroquinoline derivatives 锰（III）介导β，β-二氟邻烯基异氰酸酯与硼酸的去氟自由基环化：获得3-氟喹啉衍生物

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-09-13 DOI: 10.1016/j.tet.2025.134942

Yanfeng Zhou , Lei Ma

引用次数: 0

Iron-mediated C(sp3) transthioetherification 铁介导的C（sp3）转硫醚化

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-09-13 DOI: 10.1016/j.tet.2025.134937

Yuanjie Yang, Mingzhe Zhang, Elias Picazo

引用次数: 0

Synthesis, photophysical, computational evaluation of pharmacokinetic properties and ADMET profile for novel compounds incorporating pyrazole and 1,3,4-oxadiazole moieties 含吡唑和1,3,4-恶二唑的新型化合物的合成、光物理、药代动力学性质和ADMET谱的计算评价

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-09-13 DOI: 10.1016/j.tet.2025.134943

Rômulo Gabriel de Miranda de Paula Pinto , Maria Beatriz Póvoa Passos , Mariana Carvalho de Oliveira , Nayra Cordeiro da Conceição , Reinaldo Barros Geraldo , Leonardo Alves Miceli , Francislene Juliana Martins , Bernardo Almeida Iglesias , Mateus Henrique Köhler , Marcos Costa de Souza , Helena Carla Castro , Leandro Ferreira Pedrosa

{"title":"Synthesis, photophysical, computational evaluation of pharmacokinetic properties and ADMET profile for novel compounds incorporating pyrazole and 1,3,4-oxadiazole moieties","authors":"Rômulo Gabriel de Miranda de Paula Pinto , Maria Beatriz Póvoa Passos , Mariana Carvalho de Oliveira , Nayra Cordeiro da Conceição , Reinaldo Barros Geraldo , Leonardo Alves Miceli , Francislene Juliana Martins , Bernardo Almeida Iglesias , Mateus Henrique Köhler , Marcos Costa de Souza , Helena Carla Castro , Leandro Ferreira Pedrosa","doi":"10.1016/j.tet.2025.134943","DOIUrl":"10.1016/j.tet.2025.134943","url":null,"abstract":"<div><div>Four molecular hybrids containing pyrazole and 1,3,4-oxadiazole nuclei were synthesized in five steps, yielding good results. Photophysical analysis by absorption and emission techniques are conducted and compounds reveal UV emission peaks. TDDFT calculations by NTO analysis shows the HOMO-LUMO plots of derivatives, with electronic contribution of entire molecule. Computational methods, including Lipinski's Rule of Five and Veber's Filter, confirmed favorable pharmacokinetic characteristics and enhanced bioavailability. Toxicity assessments classified all compounds under toxic category III, indicating noncarcinogenic and non-mutagenic properties. Molecular docking analysis revealed promising interactions against <em>C. albicans</em>, particularly with the RTT109 enzyme. Compound <strong>7d</strong> showed the highest potential as an antifungal agent. The study underscores the importance of computational methods in early drug discovery, offering insights for lead compound selection and optimization, utilizing the cooperative characteristics of pyrazole and 1,3,4-oxadiazole nuclei.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"187 ","pages":"Article 134943"},"PeriodicalIF":2.2,"publicationDate":"2025-09-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145105731","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

An alkali-free synthesis strategy for high-yield unsymmetrical indocyanine dyes 高产不对称吲哚菁染料的无碱合成策略

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-09-13 DOI: 10.1016/j.tet.2025.134941

Wenhao Su , Zhouyu Jiang , Zihui Jing , Yandong Xu , Mingzhu Yang , Xiaowen Zhang , Chuyao Wu , Mingliang Wang

{"title":"An alkali-free synthesis strategy for high-yield unsymmetrical indocyanine dyes","authors":"Wenhao Su , Zhouyu Jiang , Zihui Jing , Yandong Xu , Mingzhu Yang , Xiaowen Zhang , Chuyao Wu , Mingliang Wang","doi":"10.1016/j.tet.2025.134941","DOIUrl":"10.1016/j.tet.2025.134941","url":null,"abstract":"<div><div>Unsymmetrical indocyanine dyes have extremely important applications in the field of biological detection. To address the key challenges of low yield and purity during the synthesis of these compounds, a new method via a two-step process is proposed for the synthesis of a series of the unsymmetrical indocyanine dyes. In the first step, an indole with a quaternary ammonium structure is reacted with a condensing agent in acetic anhydride to synthesize the hemicyanine intermediate. In the second step, an indole with an enamine structure is reacted with the hemicyanine intermediate to synthesize the unsymmetrical indocyanine dye with no additional base catalyst. This effectively inhibits the reverse reaction of the hemicyanine intermediates to indole with a quaternary ammonium structure in basic conditions, thereby suppressing the formation of indocyanine byproducts that are difficult to separate. As a result, the yields of the unsymmetrical indocyanine dyes have been greatly improved. The higher nucleophilicity of indole containing an enamine structure than indole with a quaternary ammonium structure has been reasonable explained by DFT calculations of Frontier Molecular Orbitals and electrostatic surface potentials. This study provided a new strategy for synthesizing high-yield unsymmetrical indocyanine dyes.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"187 ","pages":"Article 134941"},"PeriodicalIF":2.2,"publicationDate":"2025-09-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145105721","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

Brønsted acid-catalyzed hydrothiolation and cascade cyclization of allenes for the synthesis of thiochromane compounds Brønsted酸催化丙烯氢硫基化和级联环化合成硫代铬化合物

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-09-12 DOI: 10.1016/j.tet.2025.134930

Chen-Yuan He , Ya-Qin Huang , Hao-Hua Feng , Xiao-Lin Qin , Si-Yuan Ma , Yang-Yang Zeng , Jie-Fang Meng , Li-Ping Pang , Yan-Min Huang

引用次数: 0

Structural elucidation of liquid pharmaceutical compounds by porous organic crystals of adamantane-containing macrocycles 用含金刚烷大环的多孔有机晶体解析液体药物化合物的结构

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-09-12 DOI: 10.1016/j.tet.2025.134939

Tadashi Hyodo , Miku Sugimoto , Masatoshi Kawahata , Masahide Tominaga , Kentaro Yamaguchi

引用次数: 0

Iodine catalysed synthesis of 4′H-dispiro[indoline-3,2′-pyrrole-3′,3″-indoline]-2,2″-dione through C–C bond formation 碘通过C-C键催化合成4 ' h -吡咯[吲哚-3,2 ' -吡咯-3 '，3″-吲哚]-2,2″-二酮

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-09-12 DOI: 10.1016/j.tet.2025.134935

Debasish Bera , Tiyasa Dhar , Arnab Roy Chowdhury , Subham Mandal , Soumitra Rana , Chhanda Mukhopadhyay

引用次数: 0

Formal total synthesis of neodysiherbaine A via a stereoselective [3+2]-annulation strategy 通过立体选择[3+2]环化策略正式全合成新西芹碱A

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-09-10 DOI: 10.1016/j.tet.2025.134934

Koki Hotoda, Shoichi Minato, Ikuo Sasaki, Hideyuki Sugimura

引用次数: 0

Sustainable access to novel pyridone scaffolds: Efficient one-pot, three-component synthesis in PEG-400 新型吡啶酮支架的可持续获取：PEG-400中高效的一锅三组分合成

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-09-07 DOI: 10.1016/j.tet.2025.134927

Sajedeh Alizadeh , Abbas Ali Esmaeili , Mohammad Javad Sharifnia , Behrouz Notash

{"title":"Sustainable access to novel pyridone scaffolds: Efficient one-pot, three-component synthesis in PEG-400","authors":"Sajedeh Alizadeh , Abbas Ali Esmaeili , Mohammad Javad Sharifnia , Behrouz Notash","doi":"10.1016/j.tet.2025.134927","DOIUrl":"10.1016/j.tet.2025.134927","url":null,"abstract":"<div><div>This study presents a straightforward and efficient method for synthesizing a novel series of 1-benzyl-3-((1-benzyl-4-(benzylamino)-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)(aryl)methyl)-4-hydroxy-6-methylpyridin-2(1<em>H</em>)-one derivatives through a one-pot, three-component reaction. The process employs 1-benzyl-4-hydroxy-6-methylpyridin-2(1<em>H</em>)-one, diverse aromatic aldehydes, and 1-benzyl-4-(benzylamino)-6-methylpyridin-2(1<em>H</em>)-one in polyethylene glycol (PEG-400) as an environmentally benign solvent. The methodology prioritizes efficiency, scalability, and reduced environmental impact, offering a practical route to functionalized pyridinones.</div><div>We report a catalyst-free protocol for the efficient synthesis of biologically relevant heterocycles, notably functionalized pyridinones. This method features high atom economy, broad functional group tolerance, and minimal purification steps, embodying the sustainable chemistry principles. All products were characterized by multi-spectroscopic analyses (<sup>1</sup>H/<sup>13</sup>C NMR, IR, MS) and elemental analysis. Furthermore, single-crystal X-ray diffraction provided unambiguous structural confirmation for a representative derivative.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"187 ","pages":"Article 134927"},"PeriodicalIF":2.2,"publicationDate":"2025-09-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145105725","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

Total synthesis of stemoamide from succinimide 琥珀酰亚胺合成蒸汽酰胺的研究

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-09-07 DOI: 10.1016/j.tet.2025.134928

Suresh N. Borde, Kavirayani R. Prasad

引用次数: 0