Cooperative Metal–Ligand Catalyzed Intramolecular Hydroamination and Hydroalkoxylation of Allenes Using a Stable Iron Catalyst

Abstract
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.

Citation
El-Sepelgy O, Brzozowska A, Sklyaruk J, Jang YK, Zubar V, et al. (2018) Cooperative Metal–Ligand Catalyzed Intramolecular Hydroamination and Hydroalkoxylation of Allenes Using a Stable Iron Catalyst. Organic Letters. Available: http://dx.doi.org/10.1021/acs.orglett.7b03828.

Acknowledgements
J.S. thanks FCI for the predoctoral fellowship.

Publisher
American Chemical Society (ACS)

Journal
Organic Letters

DOI
10.1021/acs.orglett.7b03828

Additional Links
http://pubs.acs.org/doi/10.1021/acs.orglett.7b03828

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