Iron-Catalyzed Transfer Hydrogenation of Allylic Alcohols with Isopropanol

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 K2CO3 (4 mol %) and isopropanol as the hydrogen donor. A diverse ran...

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Bibliographic Details
Published in:Journal of organic chemistry 2024-10, Vol.89 (19), p.14571-14576
Main Authors: Bari, Md Abdul, Elsherbeni, Salma A., Maqbool, Tahir, Latham, Daniel E., Gushlow, Edward B., Harper, Emily J., Morrill, Louis C.
Format: Article
Language:English
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Summary: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 K2CO3 (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.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c01701