Palladium-Catalyzed Perfluoroalkylative Carbonylation of Unactivated Alkenes: Access to β-Perfluoroalkyl Esters.

Abstract

Transition-metal-catalyzed multi-component carbonylation represents an efficient strategy for the preparation of various functionalized carbonyl-containing compounds. Herein, we report a general palladium-catalyzed perfluoroalkylative carbonylation of unactivated alkenes using inexpensive and readily available carbon monoxide as the C1 source and perfluoroalkyl halides as the coupling partner. A wide range of phenols and alcohols were transformed into the corresponding β-perfluoroalkyl esters in high yields with broad functional group tolerance and good chemoselectivity. Additionally, alkyl halides can be utilized as alkoxy source as well to give the desired esters. Moreover, several pharmaceutical and bio-active molecules were also suitable substrates for this one-pot multi-component carbonylation process to give the targeted products in good yields.