Chemical and Pharmaceutical Bulletin p. 222 - 227 (1994)
Update date:2022-08-03
Topics:
Shen
Katayama
An alternative method to prepare 3-oxo-2-phenyl-3H-pyrazolo[1,5-a]indole starting from indoline-2-carboxylic acid was explored. The reaction with nucleophilic agents allowed us to introduce the properly substituted alkyl substituents at C-4 of the 4H-pyrazolo[1,5-a]indoles. The 2,3-dichloro-5,6- dicyano-p-benzoquinone (DDQ) oxidation of these products gave the 3-oxo-2- phenyl-3H-pyrazolo[1,5-a]indole derivatives. Selective keto-enol tautomerizations of these 1,5-diketo-monoene system were observed.
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