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Ni-catalyzed hydroarylation of alkynes with unactivated β-C(sp2)−H bonds

Shaolong Qi, Yupeng Liu, Yi Li, Yu‐Xin Luan, Mengchun Ye

2022Nature Communications31 citationsDOIOpen Access PDF

Abstract

Abstract Hydroarylation of alkynes with unactivated C(sp 2 )−H bonds via chelated C−H metalation mainly occurs at γ -position to the coordinating atom of directing groups via stable 5-membered metallacycles, while β -C(sp 2 )−H bond-involved hydroarylation has been a formidable challenge. Herein, we used a phosphine oxide-ligated Ni−Al bimetallic catalyst to enable β -C−H bond-involved hydroarylations of alkynes via a rare 7-membered nickelacycle.

Topics & Concepts

MetalationCatalysisBimetallic stripChemistryChelationPhosphine oxideAtom (system on chip)Medicinal chemistryOxideTriple bondPhosphineCombinatorial chemistryStereochemistryDouble bondPolymer chemistryOrganic chemistryEmbedded systemComputer scienceCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSynthesis and Catalytic Reactions
Ni-catalyzed hydroarylation of alkynes with unactivated β-C(sp2)−H bonds | Litcius