Nickel Catalyzed Regiodivergent Cross-Coupling Alkylation of Aryl Halides with Redox-Active Imines

Long Huang, Rajesh Kancherla, Magnus Rueping

Research output: Contribution to journalArticlepeer-review

Abstract

The advent and development of photoredox/nickel synergistic catalysis have enabled the use of various alkyl radical precursors in the cross-coupling arylation, yet none has addressed the challenge of regiodivergent synthesis. Herein, we disclose a visible light nickel-catalyzed protocol for the deaminative cross-coupling of redox-active imines with various electrophiles that allow for the rapid construction of C(sp3) enriched arene architectures in a regiodivergent manner. Key to the success of this protocol is the combination of a readily available organic photocatalyst and a Lewis acid additive. As an additional approach to alkylarenes, we also showcase that the nature of electrophiles dictates the regiochemical outcome.
Original languageEnglish (US)
Pages (from-to)11563-11572
Number of pages10
JournalACS Catalysis
DOIs
StatePublished - Sep 8 2022

ASJC Scopus subject areas

  • Catalysis

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