Work

Synthesis of Acyclic Quaternary α-CF 3 -β-Oxo Carbonyls via Nucleophilic Substitution Induced by Single-Electron Transfer

Year: 2025

Type: article

Abstract: The development of efficient methods for the formation of quaternary centers in organic compounds has been a constant challenge in synthetic chemistry. Quaternary β-oxo esters are fundamental structures in the synthesis of natural products, pharmaceutical compounds, and other bioactive molecules. In this work, a direct and versatile approach to quaternary noncyclic β-oxo esters is reported using trifluoromethyl thianthrenium salt as highly reactive and selective reagent under mild conditions. Mechanistic investigations supported the operation via single-electron transfer-induced nucleophilic substitution.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.5c01559