Iron-Catalyzed Transfer Hydrogenation of Allylic Alcohols with Isopropanol

Md Bari, Salma A. Elsherbeni, Tahir Maqbool, Daniel E. Latham, Edward B. Gushlow, Emily J. Harper,, Louis C. Morrill

Research output: Contribution to journalArticlepeer-review

3 Citations (SciVal)

Abstract

Herein, we report an iron-catalyzed transfer hydrogenation of allylic alcohols. The operationally simple protocol employs a well-defined bench stable (cyclopentadienone)iron(0) carbonyl complex as a precatalyst in combination with K 2CO 3 (4 mol %) and isopropanol as the hydrogen donor. A diverse range of allylic alcohols undergo transfer hydrogenation to form the corresponding alcohols in good yields (33 examples, ≤83% isolated yield). The scope and limitations of the method have been investigated, and experiments that shed light on the reaction mechanism have been conducted.

Original languageEnglish
Pages (from-to)14571-14576
Number of pages6
JournalJournal of Organic Chemistry
Volume89
Issue number19
Early online date25 Sept 2024
DOIs
Publication statusPublished - 4 Oct 2024

Data Availability Statement

The data underlying this study are openly available in the Cardiff University data catalogue at 10.17035/d.2024.0324584208.

Acknowledgements

We gratefully acknowledge the School of Chemistry at Cardiff University and the Department of Chemistry at the University of Bath for generous support.

Funding

SAE thanks the British Council and the Egyptian Cultural Affairs and Missions Sector for a PhD studentship through the Newton-Mosharafa Fund. TM thanks the Higher Education Commission of Pakistan PostDoctoral Fellowship Programme (Phase III). DEL thanks the EPSRC-funded Bath/Bristol/Cardiff Catalysis Centre for Doctoral Training (EP/L016443/1)

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