Intra‐ and Intermolecular Nickel‐Catalyzed Reductive Cross‐Electrophile Coupling Reactions of Benzylic Esters with Aryl Halides

2016/04/21 by Mikhail O. Konev, Luke E. Hanna, Elizabeth R. Jarvo · 1 citation
Chemistry · #Catalytic Cross-Coupling Reactions #Catalytic C–H Functionalization Methods #Radical Photochemical Reactions

paper · doi:10.1002/anie.201601206

openalex publication_date 2016/04/21 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/11

Abstract

Nickel-catalyzed cross-electrophile coupling reactions of benzylic esters and aryl halides have been developed. Both inter- and intramolecular variants proceed under mild reaction conditions. A range of heterocycles and functional groups are tolerated under the reaction conditions. Additionally, the first example of a stereospecific cross-electrophile coupling of a secondary benzylic ester is described.

Citations

• Catalytic Asymmetric Reductive Acyl Cross-Coupling: Synthesis of Enantioenriched Acyclic α,α-Disubstituted Ketones

Cited by

• Nickel(II) bromide [wikipedia]

Related

• Nickel-Catalyzed Enantioselective Reductive Cross-Coupling Reactions
• Nickel-catalyzed dynamic kinetic cross-electrophile coupling of benzylic alcohols and alkenyl triflates
• Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Triflates with Alkyl Halides: Mechanism-Informed Design of More General Conditions
• Cross-Electrophile Couplings of Activated and Sterically Hindered Halides and Alcohol Derivatives
• Cross-Electrophile Coupling to Form Sterically Hindered C(sp2)–C(sp3) Bonds: Ni and Co Afford Complementary Reactivity