Article
Chemistry, Multidisciplinary
Mokilla Ramachandra Reddy, Eerappa Rajakumara, Gedu Satyanarayana
Summary: This study presents a novel one-pot protocol for the synthesis of phenanthrene-fused pyrazoles without the need for transition metals. The method is versatile, operationally simple, temperature-dependent, and capable of forming C-N and C-C bonds with a broad substrate scope.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Matteo Corrieri, Lucia De Crescentini, Fabio Mantellini, Giacomo Mari, Stefania Santeusanio, Gianfranco Favi
Summary: An oxidative cyclization reaction of electron-rich alpha-arylhydrazones using phenyliodine bis(trifluoroacetate) (PIFA) catalyst has been achieved. This metal-free and chemoselective transformation provides a practical route for the synthesis of important N-amino-1H-indoles without the need for pre-functionalization of substrates.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Haoran Li, Fangting Huang, Hui Gao, Zhi Zhou, Xujia Hong, Wei Yi, Shengdong Wang
Summary: Direct access to polyfluorinated lactams is achieved through Ca(NTf2)(2)-catalyzed reductive amination of biomass-derived keto acids with amines or amino acids with carbonyl derivatives under solvent-free conditions. The versatile protocols possess chemospecificity and good substrate tolerance, enabling the synthesis of five- to eight-membered lactams with diverse functionality and substitution patterns. The robustness of this methodology is demonstrated by its application in the late-stage functionalization of drug molecules.
Article
Chemistry, Organic
Haoran Li, Fangting Huang, Hui Gao, Zhi Zhou, Xujia Hong, Wei Yi, Shengdong Wang
Summary: Direct access to polyfluorinated lactams is achieved through Ca(NTf2)2 catalysis using either the reductive amination of biomass-derived keto acids with amines or the reductive amination of amino acids with carbonyl derivatives under solvent-free conditions. Both versatile methods exhibit chemospecificity and good substrate tolerance, producing five- to eight-membered lactams with diverse functionality and substitution patterns. The robustness of this methodology is further demonstrated through its application in late-stage functionalization of drug molecules.
Article
Chemistry, Multidisciplinary
Martin Linden, Silja Hofmann, Antonia Herman, Nicole Ehler, Robin M. M. Baer, Siegfried R. R. Waldvogel
Summary: This study presents the first electrochemical approach for the direct synthesis of pyrazolines and pyrazoles from easily accessible hydrazones and dipolarophiles. The method allows for large-scale production and even conversion of highly sensitive alkenes. The use of a biphasic system with sodium iodide as a supporting electrolyte and mediator is cost-effective. Mechanistic insight is provided by the isolation of key intermediates, and the synthesis of a commercial herbicide safener further highlights the significance of this reaction.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Qing-Qing Han, De-Mao Chen, Zu-Li Wang, Yuan-Yuan Sun, Shao-Hui Yang, Jing-Cheng Song, Dao-Qing Dong
Summary: An efficient and facile method for C-H amination of quinoxalinones with heteroaromatic amines under metal-free conditions has been described. The desired products with various groups were obtained with moderate to high yields in the presence of hypervalent PIDA reagent.
CHINESE CHEMICAL LETTERS
(2021)
Article
Chemistry, Organic
Huicong Xing, Meijuan Chen, Dong Zhang, Zhishuai Geng, Peizhong Xie, Teck-Peng Loh
Summary: A transition-metal-free catalytic system was developed for the dehydrative cross-coupling of unactivated primary/secondary alcohols with amines/amides, achieving the cleavage of C-OH bond and formation of C-N bond under environmentally benign conditions.
Article
Chemistry, Organic
Yu Zheng, Weidong Lu, Zhenzhen Xie, Kai Chen, Haoyue Xiang, Hua Yang
Summary: A photoinduced palladium-catalyzed annulation reaction has been developed for the synthesis of vinylpyrrolidines, which can be readily manipulated and diversified. This strategy demonstrates its utility in the construction of complex and biologically important molecules.
Article
Chemistry, Multidisciplinary
Sara Liljenberg, Amalyn Nain-Perez, Oscar Nilsson, Josipa Matic, Morten Grotli
Summary: This study reports an environmentally friendly route for the synthesis of sulfonamides containing a catechol function using water as a solvent. The reaction is robust and reproducible, and eight different sulfonamides were successfully synthesized.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Organic
Motohiro Yasui, Maki Hasegawa, Keiji Konishi, Norihiko Takeda, Masafumi Ueda
Summary: A copper-mediated domino reaction has been developed for the synthesis of 4-bromo-1-bromoalkyl-5-aryl/alkyl/alkenyl-pyrazoles from N,N-disubstituted hydrazones. This method allows for the simultaneous construction of pyrazoles and two C-Br bonds, offering synthetic utility.
Review
Chemistry, Multidisciplinary
Huiqiao Wang, Yongjun Zheng, Hucheng Xu, Jiaru Zou, Congrui Jin
Summary: This article summarizes the advances in the field of intramolecular electrochemical C-H aminations since 2019, with a focus on reaction design and mechanistic insight. The challenges and future developments in this field are also discussed.
FRONTIERS IN CHEMISTRY
(2022)
Article
Chemistry, Organic
Duc Ly, Thao T. Nguyen, Cam T. H. Tran, Vy P. T. Nguyen, Khang X. Nguyen, Phuc H. Pham, Nhan T. H. Le, Tung T. Nguyen, Nam T. S. Phan
Summary: A simple metal-free method has been developed for the synthesis of quinazolinones and quinazolinethiones, tolerant to various functionalities.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Rulin Zhao, Zhenqiu Hong, Bei Wang, James Kempson, Lyndon Cornelius, Jianqing Li, Yi-Xin Li, Arvind Mathur
Summary: A simple and efficient method for the synthesis of N1-substituted-4-nitropyrazole-5-carboxylates has been developed, with excellent regioselectivity and good yields.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Chandan Kumar Pal, Ashis Kumar Jena
Summary: A novel and efficient tandem oxidation and intermolecular ring cyclization reaction catalyzed by cerium has been developed for the regioselective synthesis of pyrazole derivatives. The corresponding 1,3-di- and 1,3,5-trisubstituted pyrazoles were obtained in moderate to excellent yields. The reaction offers the advantages of mild conditions, readily available starting materials, broad substrate scope, and good functional group tolerance.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Polymer Science
Jehan Y. Al-Humaidi, Mohamed G. Badrey, Ashraf A. Aly, AbdElAziz A. Nayl, Mohie E. M. Zayed, Ohoud A. Jefri, Sobhi M. Gomha
Summary: This study synthesizes a series of novel and diverse hydrazones and pyrazoles, and through enzyme-ligand docking, it is found that these compounds bind well to RdRp enzyme, showing potential for antiviral treatment.
