4.7 Article

Practical Iron-Catalyzed Allylations of Aryl Grignard Reagents

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 352, Issue 13, Pages 2147-2152

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201000228

Keywords

allylic substitution; aryl halides; cross-coupling; Grignard reaction; iron

Funding

  1. Saltigo GmbH
  2. Industrieclub Dusseldorf e.V.

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An operationally simple iron-catalyzed reductive cross-coupling reaction between aryl halides and allyl electrophiles has been developed. The underlying domino process exhibits high versatility with respect to the allylic leaving group (acetate, tosylate, diethyl phosphate, methyl carbonate, trime-thylsilanolate, methanethiolate, chloride, bromide) and high economic and environmental sustainability with respect to the catalyst system (0.2-5 mol% tris(acetylacetonato) iron(III), ligand-free) and reaction conditions (tetrahydrofuran, 0 degrees C, 45 min).

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