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An electrochemical method was developed to accomplish the reagentless synthesis of 4,5-disubstituted triazole derivatives employing secondary propargyl alcohol as C-3 synthon and sodium azide as cycloaddition counterpart. The reaction was conducted at room temperature in an undivided cell with a constant current using a pencil graphite (C) anode and stainless-steel cathode in a MeCN solvent system. The proposed reaction mechanism was convincingly established by carrying out a series of control experiments and further supported by electrochemical and density functional theory (DFT) studies.
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http://dx.doi.org/10.1021/acs.joc.3c01836 | DOI Listing |
Acc Chem Res
September 2025
Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, British Columbia V6T 1Z1, Canada.
ConspectusHydroaminoalkylation, the catalytic addition of amines to alkenes, has evolved as a powerful tool in modern synthetic chemistry, offering an atom-economic and green approach to the construction of C-C bonds. This reaction enables the direct amine functionalization of alkenes and alkynes without the need for protecting groups, directing groups, or prefunctionalization, thereby eliminating stoichiometric waste and minimizing synthetic steps. Over the past two decades, significant advances in catalyst development and mechanistic understanding have expanded the scope of hydroaminoalkylation, allowing for control over regio-, diastereo-, and enantioselectivity.
View Article and Find Full Text PDFChem Commun (Camb)
July 2025
BK21 FOUR Team and Integrated Research Institute for Drug Development, College of Pharmacy, Dongguk University, Seoul, Goyang 10326, Republic of Korea.
A Ca(II)-catalyzed, atom-economic, and regioselective [2+3] annulation reaction has been developed to synthesize 9-pyrrolo[1,2-]indoles by using easily accessible tryptamines and enynones. This protocol exhibits broad functional group tolerance; thus, 9-pyrrolo[1,2-]indole frameworks with diverse substitution patterns can be synthesized. The synthetic utility of this method is further demonstrated through its effectiveness in gram-scale preparations and versatile synthetic transformations.
View Article and Find Full Text PDFNat Commun
July 2025
Beijing National Laboratory for Molecular Sciences, New Cornerstone Science Laboratory, College of Chemistry and Molecular Engineering, Peking University, Beijing, China.
The development of innovative, sustainable, and atom-economic methods to tackle the escalating problem of plastic pollution is crucial. A Joule-heating system capable of reforming waste plastics and water into syngas has been developed, which can process 2.5 g of waste plastic (equivalent to a whole plastic food bag) and 5.
View Article and Find Full Text PDFInorg Chem
June 2025
State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, P. R. China.
The utilization of light as a sustainable driver for organic transformations has emerged as a key strategy in green chemistry, particularly for the atom-economic synthesis of high-value compounds. In this paper, a novel three-dimensional polyoxometalate-based metal-organic framework (POMOF) [HCu(PMDP)(GeWO)]·3.5HO () was synthesized using a hydrothermal method to assemble the copper salt, Keggin-type polyanion [GeWO] and 1,1'-(1,4-phenylenebis(methylene))bis(3,5-dicarboxypyridin-1-ium) ().
View Article and Find Full Text PDFAngew Chem Int Ed Engl
August 2025
Institute of Biotechnology and Biochemical Engineering, Graz University of Technology, Petersgasse 12/1, Graz, 8010, Austria.
Pseudouridine-5'-triphosphate (ΨTP) and its N-methylated derivative (mΨTP) are critical monomer building blocks of mRNA therapeutics, yet efficient, scalable methods of their synthesis from readily accessible substrates remain underdeveloped. mΨTP is a major cost factor of production of the current COVID-19 vaccines. We herein report a notably atom-economic and high-yielding biocatalytic route toward ΨTP and present two chemoenzymatic routes for producing mΨTP at ∼200 mg scale of isolated compound.
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