Cooperative Metal–Ligand Catalyzed Intramolecular Hydroamination and Hydroalkoxylation of Allenes Using a Stable Iron Catalyst
journal contributionposted on 18.01.2018, 19:18 by Osama El-Sepelgy, Aleksandra Brzozowska, Jan Sklyaruk, Yoon Kyung Jang, Viktoriia Zubar, Magnus Rueping
A 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