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Issue 11, 2017
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Heterogeneous C–H alkenylations in continuous-flow: oxidative palladium-catalysis in a biomass-derived reaction medium

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Abstract

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.

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

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Supplementary files

Article information


Submitted
11 Apr 2017
Accepted
04 May 2017
First published
04 May 2017

Green Chem., 2017,19, 2510-2514
Article type
Communication

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

F. Ferlin, S. Santoro, L. Ackermann and L. Vaccaro, Green Chem., 2017, 19, 2510
DOI: 10.1039/C7GC01103B

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