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α‐MsO/TsO/Cl Ketones as Oxidized Alkyne Equivalents: Redox‐Neutral Rhodium(III)‐Catalyzed CH Activation for the Synthesis of N‐Heterocycles
Author(s) -
Yu DaGang,
de Azambuja Francisco,
Glorius Frank
Publication year - 2014
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.201310272
Subject(s) - alkyne , rhodium , chemistry , electrophile , catalysis , redox , medicinal chemistry , equivalent , transition metal , stereochemistry , organic chemistry , biochemistry
α‐Halo and pseudohalo ketones are used for the first time as C(sp 3 )‐based electrophiles in transition‐metal‐catalyzed CH activation and as oxidized alkyne equivalents in Rh III ‐catalyzed redox‐neutral annulations to generate diverse N‐heterocycles. This transformation is efficient and scalable. Due to the mild reaction conditions, a variety of functional groups could be tolerated.