Molecular Editing of 5-Alkynyl-1,2,3-triazines via a Silver-Mediated Skeletal Remodeling Approach: Solvent-Controlled Switchable Synthesis of Functionalized Pyrroles and Furans
Year: 2025
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide We present a skeletal remodeling approach using 5-alkynyl-1,2,3-triazines ( 3 ) for the switchable construction of functionalized pyrroles ( 4 ) and furans ( 5 ). This flexible and adaptable method for heterocycle editing involves the nucleophilic ring opening of 1,2,3-triazines, followed by subsequent cyclization. The process can be finely tuned by adjusting the silver-mediated conditions and solvent systems. This protocol provides a new avenue for the efficient synthesis of five-membered aromatic heterocycles.
Source: The Journal of Organic Chemistry
Authors: Hsiang-Wen Chen, Wan-Hsuan Liu, Chia-Hao Chang, Jiun-Jie Shie
Institutions: Institute of Chemistry, Academia Sinica, Academia Sinica
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,500
Awards: G1717371697, G5803000208, Development of Fucose Smart Chemical Probe and Use Thereof, Discovery of 1,2,3-Triazine-Based Chemical Reactions for Organic Synthesis and Biological Applications, Analysis of Glycosylated Cell-Surface Receptor Interaction Dynamics Using Novel Chemical Tools in Live Cell: Application to Ligand-Inducted Egfr Activations
OpenAlex ID: W4415441392