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Nickel‐Catalyzed Direct Alkylation of Heterocycles with α‐Bromo Carbonyl Compounds: C3‐Selective Functionalization of 2‐Pyridones
Author(s) -
Nakatani Akihiro,
Hirano Koji,
Satoh Tetsuya,
Miura Masahiro
Publication year - 2013
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.201301350
Subject(s) - alkylation , chemistry , nickel , catalysis , homolysis , surface modification , organic chemistry , combinatorial chemistry , radical
Nickel HAS it : A Ni(cod) 2 /dppp catalyst system promotes the direct alkylation of electron‐rich heterocycles with α‐bromo carbonyl compounds and involves an alkyl radical intermediate (see scheme; cod=1,5‐cyclooctadiene, dppp=1,3‐bis(diphenylphosphino)propane). This homolytic radical aromatic substitution (HAS)‐type reaction enables the C3‐selective direct functionalization of 2‐pyridones.