Remote Functionalization of Inert C(sp<sup>3</sup>)–H Bonds via Dual Catalysis Driven by Alkene Hydrofluoroalkylation Using Industrial Feedstocks
Yan He, Kang‐Jie Bian, Peng Liu, Chenhui Jiang, Ruo‐Xing Jin, Julian G. West, Xi‐Sheng Wang
Abstract
)-H bonds with concomitant and modular anti-Markovnikov alkene fluoroalkylation. The protocol leverages the synergetic cooperation of both the photocatalyst and earth-abundant iron catalyst to deliver two radical species in succession to minimally functionalized alkenes. This powerful catalyst system exhibits broad scope, mild conditions, and excellent regioselectivity for a variety of substrates and fluoroalkyl fragments. The key to this C-centered radical relay is the matched rate of both photocatalytic and iron catalytic cycles, ensuring selective azidofluoroalkylation with a broad array of fluoroalkyl sources from trivial reagents.
Topics & Concepts
AlkeneChemistrySurface modificationInertCatalysisDual (grammatical number)Combinatorial chemistryOrganic chemistryPhysical chemistryLiteratureArtCatalytic C–H Functionalization MethodsFluorine in Organic ChemistrySynthesis and Catalytic Reactions