4.8 Article

Heterogeneous C-H alkenylations in continuous-flow: oxidative palladium-catalysis in a biomass-derived reaction medium

Journal

GREEN CHEMISTRY
Volume 19, Issue 11, Pages 2510-2514

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7gc01103b

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Funding

  1. Universita degli Studi di Perugia
  2. MIUR [PGR123GHQY]

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Herein we report the unprecedented Fujiwara-Moritani reaction catalysed by the commercially available heterogeneous palladium catalyst Pd/C. The reaction works efficiently in GVL, a biomass derived solvent, in the coupling between variously substituted acetanilides and electron-poor alkenes, with complete selectivity towards the ortho-substitution. Moreover, the catalyst can be easily recycled and reused for consecutive reaction runs. We also developed a continuous-flow procedure, through an easily accessible tailor-made reactor, which allows the production of C-H alkenylated products on grams per hour scale.

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