Nickel(0)-catalysed linear-selective hydroarylation of 2-aminostyrenes with arylboronic acids by a bifunctional temporary directing group strategy

  • Qiang Wang
  • , Zilong Yan
  • , Dong Xing*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

We report a nickel(0)-catalyzed linear-selective hydroarylation of 2-aminostyrenes with arylboronic acids using a bifunctional temporary directing group strategy. In the presence of a catalytic amount of commercially available 3,5-dibromosalicylaldehyde, an aldimine intermediate is formed to interact with the nickel(0) catalyst by both chelation from the imino group and nickel-hydride formation from the phenoxy group. With the imino-assisted six-membered metallacycle formation, excellent linear selectivity has been achieved for this redox-neutral hydroarylation reaction.

Original languageEnglish
Pages (from-to)3840-3846
Number of pages7
JournalOrganic Chemistry Frontiers
Volume9
Issue number14
DOIs
StatePublished - 30 May 2022

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