4.5 Article

Iron-Catalyzed Coupling of Propargyl Bromides and Alkyl Grignard Reagents

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2018, Issue 35, Pages 4900-4904

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201800849

Keywords

C-C coupling; Iron; Grignard reaction; Radical reactions; Homogeneous catalysis

Funding

  1. Spanish MINECO [CTQ2016-79826-R]
  2. CAM

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An iron-catalyzed Kumada-type cross-coupling reaction of propargyl halides with alkylmagnesium reagents is described. The reaction is fast, takes place in smooth conditions, tolerates several functional groups that would be able to react with the Grignard reagent, and may afford either allene or propargyl coupling derivatives. Factors involved in the observed regioselectivity have been studied.

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