ol7b03828_si_001.pdf (4.79 MB)
Cooperative Metal–Ligand Catalyzed Intramolecular Hydroamination and Hydroalkoxylation of Allenes Using a Stable Iron Catalyst
journal contribution
posted on 2018-01-18, 19:18 authored by Osama El-Sepelgy, Aleksandra Brzozowska, Jan Sklyaruk, Yoon Kyung Jang, Viktoriia Zubar, Magnus RuepingA new iron-catalyzed
chemoselective intramolecular hydroamination
and hydroalkoxylation of the readily available α-allenic amines
and alcohols to valuable unsaturated 5-membered heterocycles, 2,3-dihydropyrrole
and 2,3-dihydrofuran, is reported. Effective selectivity control is
achieved by a metal–ligand cooperative activation of the substrates.
The mild reaction conditions and the use of low amounts of an air
and moisture stable iron catalyst allow for the hydrofunctionalization
of a wide range of allenes bearing different functional groups in
good yields in the absence of base or any sensitive additives.
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reaction conditionsAllenehydroalkoxylationHydroaminationdihydropyrroleiron-catalyzed chemoselective intramolecular hydroaminationmoisturealleneabsenceactivationStable Iron Catalyst5- membered heterocyclesEffective selectivity controlhydrofunctionalizationadditiveCatalyzedα- allenic aminessubstratedihydrofuranyieldHydroalkoxylationiron catalystIntramolecularCooperative
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