# 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

## TL;DR

Scientists developed a new method to switch between making pyrroles and furans from triazines using silver and solvents.

## Contribution

A silver-mediated, solvent-controlled method for switchable synthesis of functionalized pyrroles and furans from 5-alkynyl-1,2,3-triazines.

## Key findings

- Switchable synthesis of pyrroles and furans from 5-alkynyl-1,2,3-triazines via silver-mediated skeletal remodeling.
- Nucleophilic ring opening followed by cyclization can be controlled by solvent and silver conditions.
- Provides an efficient route for five-membered aromatic heterocycle synthesis.

## 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.