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Ruthenium(II)‐Catalyzed CH Acyloxylation of Phenols with Removable Auxiliary
Author(s) -
Raghuvanshi Keshav,
Rauch Karsten,
Ackermann Lutz
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201405071
Subject(s) - ruthenium , cationic polymerization , catalysis , chemistry , phenols , substrate (aquarium) , intermolecular force , organic chemistry , polyoxometalate , combinatorial chemistry , polymer chemistry , molecule , oceanography , geology
Intermolecular CH acyloxylations of phenols with removable directing groups were accomplished with a versatile ruthenium catalyst. Specifically, a cationic ruthenium(II) complex, formed in situ, enabled the chemoselective CH oxygenations of a broad range of substrates. The catalyst proved tolerant of synthetically valuable functional groups, and the substrate scope included both (hetero)aromatic and, the more challenging, aliphatic carboxylic acids. The proposed reaction mechanism involves a reversible CH ruthenation and an oxidatively induced CO‐bond‐forming reductive elimination.