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New succinyl‐spaced pyrazoles: Regioselective synthesis of 1,4‐bis[5‐(trichloromethyl)‐1 H ‐pyrazol‐1‐yl]butane‐1,4‐diones
Author(s) -
Bonacorso Helio G.,
Cechinel Cleber A.,
Paim Gisele R.,
Martins Marcos A. P.,
Zanatta Nilo,
Flores Alex F. C.
Publication year - 2011
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.523
Subject(s) - chemistry , regioselectivity , butane , medicinal chemistry , solvent , ethanol , organic chemistry , catalysis
The facile and convenient access by a conventional procedure in ethanol as solvent to a new series of succinyl‐spaced pyrazoles including 1,4‐bis[5‐(trichloromethyl)‐5‐hydroxy‐4,5‐dihydro‐1 H ‐pyrazol‐1‐yl]butane‐1,4‐diones (64–82%) and the respective dehydrated derivatives as 1,4‐bis[5‐(trichloromethyl)‐1 H ‐pyrazol‐1‐yl]butane‐1,4‐diones in 57–82% yields, from the regioselective cyclocondensation reactions of 4‐substituted 4‐methoxy‐1,1,1‐trichloroalk‐3‐en‐2‐ones with succinic acid dihydrazide, where the 4‐substituents are Me, Ph, 4‐FC 6 H 4 , 4‐ClC 6 H 4 , 4‐NO 2 C 6 H 4 , 2‐furyl, and 2‐thienyl, is reported. J. Heterocyclic Chem., 2011.