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Conversion of Olefins into Ketones by an Iron‐Catalyzed Wacker‐type Oxidation Using Oxygen as the Sole Oxidant
Author(s) -
Puls Florian,
Knölker HansJoachim
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201710370
Subject(s) - chemoselectivity , chemistry , triethylsilane , regioselectivity , catalysis , ketone , yield (engineering) , organic chemistry , dehydrogenation , oxygen , stoichiometry , medicinal chemistry , materials science , metallurgy
We describe a mild and operationally simple procedure for the oxidation of olefins into ketones. The reaction is catalyzed by the hexadecafluorinated iron–phthalocyanine complex FePcF 16 with stoichiometric amounts of triethylsilane as an additive under oxygen atmosphere to give ketones in good to high yields with excellent chemoselectivity and functional group tolerance. Ketone formation proceeds in up to 95 % yield and with 100 % regioselectivity while the corresponding alcohols were observed as side products.