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Manganese‐Catalyzed Hydroarylation of Unactivated Alkenes

Ting Liu, Yunhui Yang, Congyang Wang

2020Angewandte Chemie International Edition54 citationsDOI

Abstract

Transition-metal-catalyzed hydroarylation of unactivated alkenes with strategic use of remote coordinating functional groups has received significant attention recently to address the issues of both low reactivity and poor selectivity. The bidentate 8-aminoquinoline amide group is the most successfully adopted in unactivated alkenes for Pd and Ni catalysis. We describe the first manganese-catalyzed hydroarylation of unactivated alkenes bearing diverse simple functionalities with arylboronic acids. A series of δ- and γ-arylated amides, ketones, pyridines, and amines was accessed with excellent regioselectivity and in high yields. Hydroalkenylation of unactivated alkenes was also shown to be applicable under this manganese-catalysis regime. The method features earth-abundant manganese catalysis, easily available substrates, broad functional-group tolerance, and excellent regioselective control.

Topics & Concepts

RegioselectivityManganeseCatalysisChemistryAmideFunctional groupDenticityReactivity (psychology)SelectivityCombinatorial chemistryOrganic chemistryAlkeneTransition metalMetalAlternative medicinePolymerMedicinePathologyCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsAsymmetric Hydrogenation and Catalysis
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