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Nickel-Catalyzed Regioselective Reductive Ring Opening of Aryl Cyclopropyl Ketones with Alkyl Bromides

Bing Yuan, Decai Ding, Chuan Wang

2022ACS Catalysis21 citationsDOI

Abstract

Herein, we report the successful implementation of reductive strategy in the ring opening reaction of aryl cyclopropyl ketones with unactivated alkyl bromides. Under the catalysis of nickel, this reductive Csp3–Csp3 cross-coupling reaction proceeds with complete regioselectivity and bypasses the use of pregenerated organometallics, enabling efficient synthesis of alkylated ketones with high step economy and functionality tolerance.

Topics & Concepts

RegioselectivityArylAlkylReductive eliminationChemistryCatalysisRing (chemistry)NickelAlkylationOrganic chemistryMedicinal chemistryCombinatorial chemistryCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions
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