Pd‐Catalyzed Ring‐Opening Defluorinative Arylation of <i>gem</i><i>‐</i>Difluorocyclopropanes with Arylsilanes

Abstract

Herein, a Pd‐catalyzed ring‐opening defluorinative arylation of gem ‐difluorocyclopropanes with arylsilanes is presented, employing ethanol (EtOH) as a sustainable solvent. This methods enables a straightforward strategy for constructing monofluoro‐substituted alkenes using gem ‐difluorocyclopropanes as fluorine‐containing building blocks. In this reaction, environmentally friendly arylsilanes serve as the aryl sources, with Et3N•3HF acting as the activator for the CSi bond cleavage. This silicon‐based protocol demonstrates broad substrate scope and good stereoselectivity, yielding mainly Z ‐configured products ( Z/E ≥ 13:1).

Topics & Concepts