Molecular Editing of 5-Alkynyl-1,2,3-triazines via a Silver-Mediated Skeletal Remodeling Approach: Solvent-Controlled
Hsiang-Wen Chen1, Wan-Hsuan Liu1, Chia-Hao Chang1
1Institute of Chemistry, Academia Sinica, Taipei 11529, Taiwan.
Abstract:
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.
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