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Ruthenium‐Catalyzed Transfer Hydrogenation of Amino‐ and Amido‐Substituted Acetophenones
Author(s) -
Watson Andrew J. A.,
Fairbanks Antony J.
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201301020
Subject(s) - chemistry , ruthenium , transfer hydrogenation , catalysis , aryl , yield (engineering) , solvent , combinatorial chemistry , electron transfer , organic chemistry , alkyl , materials science , metallurgy
The ruthenium‐catalyzed transfer hydrogenation of electron‐rich amino‐substituted acetophenones is reported. Variation of the reductant, ligands, base, and solvent allowed reaction optimization. A key discovery was the use of 1,4‐butanediol as an irreversible reducing agent, which significantly improved the conversion. A range of amino‐ and amido‐substituted aryl ketones were explored, and they all gave the corresponding alcohols in good yield, which demonstrates the wider applicability of this process.