Pd-Catalyzed Selective Carbonylation of gem-Difluoroalkenes: A Practical Synthesis of Difluoromethylated Esters

Jiawang Liu, Ji Yang, Francesco Ferretti, Ralf Jackstell, Matthias Beller

Research output: Contribution to journalArticlepeer-review

48 Scopus citations

Abstract

The first catalyst for the alkoxycarbonylation of gem-difluoroalkenes is described. This novel catalytic transformation proceeds in the presence of Pd(acac)2/1,2-bis((di-tert-butylphosphan-yl)methyl)benzene (btbpx) (L4) and allows for an efficient and straightforward access to a range of difluoromethylated esters in high yields and regioselectivities. The synthetic utility of the protocol is showcased in the practical synthesis of a Cyclandelate analogue using this methodology as the key step.

Original languageEnglish
Pages (from-to)4690-4694
Number of pages5
JournalAngewandte Chemie International Edition in English
Volume58
Issue number14
DOIs
StatePublished - 26 Mar 2019
Externally publishedYes

Keywords

  • carbonylation
  • difluoromethylated esters
  • fluoroalkenes
  • palladium
  • selectivity

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