Premium
Copper‐Catalyzed Intramolecular Dehydrogenative Aminooxygenation: Direct Access to Formyl‐Substituted Aromatic N‐Heterocycles
Author(s) -
Wang Honggen,
Wang Yong,
Liang Dongdong,
Liu Lanying,
Zhang Jiancun,
Zhu Qiang
Publication year - 2011
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.201100362
Subject(s) - intramolecular force , copper , catalysis , chemistry , aldehyde , oxygen , photochemistry , oxygen atom , oxidation process , combinatorial chemistry , organic chemistry , molecule , chemical engineering , engineering
A direct synthesis of carbaldehydes through intramolecular dehydrogenative aminooxygenation has been developed. The process uses a catalytic amount of copper(II) in DMF or DMA under oxygen and does not require additional oxidants (see scheme). Mechanistic studies suggest that the carbonyl oxygen atom of the aldehyde is derived from oxygen through a copper‐mediated oxygen activation process via a peroxy–copper(III) intermediate.