Open AccessOxidative Dehydrogenative Couplings of Pyrazol-5-amines Selectively Forming Azopyrroles
Author(s) -
Bo Jiang,
Yi Ning,
Wei Fan,
ShuJiang Tu,
Guigen Li
Publication year - 2014
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/jo5004967
Subject(s) - chemistry , sonogashira coupling , oxidative phosphorylation , oxidative coupling of methane , combinatorial chemistry , halogenation , coupling (piping) , catalysis , organic chemistry , palladium , biochemistry , mechanical engineering , engineering
New oxidative dehydrogenative couplings of pyrazol-5-amines for the selective synthesis of azopyrrole derivatives have been described. The former reaction simultaneously installs C-I and N-N bonds through iodination and oxidation, whereas the latter involved a copper-catalyzed oxidative coupling process. The resulting iodo-substituted azopyrroles were employed by treatment with various terminal alkynes through Sonogashira cross-coupling leading to new azo compounds.
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