Akira Yamauchi
   Department   Kawasaki Medical School  Kawasaki Medical School, Department of Biochemistry,
   Position   Professor
Article types 原著
Language English
Peer review Peer reviewed
Title Synthesis of 4-aroyl-5-arylpyrazoles and 4-aroyl-3-arylpyrazoles via the reaction of enaminodiketones with substituted hydrazines
Journal Formal name:Heterocycles
Abbreviation:Heterocycles
ISSN code:03855414
Domestic / ForeginForegin
Publisher The Japan Institute of Heterocyclic Chemistry
Volume, Issue, Page 100(1),pp.25-45
Total page number 21
Author and coauthor Rika Kotouge, Takashi Nishiyama, Akira Yamauchi, Kanako Ono, Noriyuki Hatae, Tsutomu Oikawa, Satoshi Hibino, and Tominari Choshi
Publication date 2020
Summary Pyrazole is a five-membered heterocyclic compound and is one of the important heterocycles in the fields of medicine and pharmacology. Here, we demonstrate the reactivity of symmetrical enaminodiketones 8–14 with substituted hydrazines. When using alkylhydrazines, if the substituent size of the alkyl group is small, it is possible to selectively synthesize 1-substituted 4-aroyl-5-arylpyrazoles and their regioisomers, 1-substituted 4-aroyl-3-arylpyrazoles, by choosing the solvent (EtOH or toluene). When they react with bulky substituted hydrazines (e.g., cyclohexyl, phenyl, or pyridyl), only 1-substituted 4-aroyl-5-arylpyrazoles are selectively obtained.
DOI 10.3987/COM-19-14096