Nickel-Catalyzed C–O Bond-Cleaving Alkylation of Esters: Direct Replacement of the Ester Moiety by Functionalized Alkyl Chains

Xiangqian Liu, Jiaqi Jia, Magnus Rueping

Research output: Contribution to journalArticlepeer-review

59 Scopus citations

Abstract

Two efficient protocols for the nickel-catalyzed aryl–alkyl cross-coupling reactions using esters as coupling components have been established. The methods enable the selective oxidative addition of nickel to acyl C–O and aryl C–O bonds and allow the aryl–alkyl cross-coupling via decarbonylative bond cleavage or through cleavage of a C–O bond with high efficiency and good functional group compatibility. The protocols allow the streamlined, unconventional utilization of widespread ester groups and their precursors, carboxylic acids and phenols, in synthetic organic chemistry.
Original languageEnglish (US)
Pages (from-to)4491-4496
Number of pages6
JournalACS Catalysis
Volume7
Issue number7
DOIs
StatePublished - Jun 7 2017

Bibliographical note

KAUST Repository Item: Exported on 2018-05-17
Acknowledgements: X.L. was supported by the China Scholarship Council.

Keywords

  • alkylation
  • C-O activation
  • cross-coupling
  • decarbonylation
  • nickel catalysis

ASJC Scopus subject areas

  • Catalysis

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