4-(p-Chloro)phenyl-1,2,4-triazole-3,5-dione as a novel and reusable reagent for the oxidation of 1,3,5-trisubstituted pyrazolines under mild conditions
Graphical abstract
Section snippets
Acknowledgement
Financial support for this work by the Research Council of Bu-Ali Sina University, Hamadan, Iran, is gratefully acknowledged.
References and notes (22)
- et al.
Indian J. Chem.
(1995)et al.Indian J. Chem.
(1995)et al.Indian J. Chem.
(1998)et al.Indian J. Chem.
(1999)et al.Synth. Commun.
(2003)et al.Synlett
(2005) - et al.
Synthesis
(2004) Heterocyclic Chemistry
(1992)et al.J. Mater. Chem.
(1999)et al.J. Chem. Soc., Perkin Trans. 2
(2000)et al.J. Chem. Res. (S)
(1997)et al.J. Chem. Soc., Perkin Trans. 1
(2001)et al.Mendeleev Commun.
(1998)et al.J. Chem. Soc., Perkin Trans. 1
(2001)et al.J. Chem. Res. (S)
(1999)et al.J. Chem. Soc., Perkin Trans. 1
(2002)- et al.
Org. Lett.
(2002) - et al.
J. Org. Chem.
(1978) - et al.
J. Chem. Soc., Chem. Commun.
(1966) - et al.
Liebigs Ann.
(1927) - et al.
Tetrahedron
(1968) - et al.
J. Am. Chem. Soc.
(1943) - et al.
Proc. Ind. Acad. Sci.
(1935)
Synth. Commun.
Cited by (44)
Laccase-catalyzed in situ generation and regeneration of N-phenyltriazolinedione for the aerobic oxidative homo-coupling of thiols to disulfides
2018, Catalysis CommunicationsCitation Excerpt :Very recently we have used a laccase enzyme as green catalyst to mediate aerobic oxidation of urazoles to triazolindiones as valuable intermediate for the synthesis of 4-arylsulfonyl urazoles [35]. Inspired by the successful results in this work and the ability of triazolinediones to act as an effective stoichiometric oxidant for organic compounds [18–21], herein, we want to present for the first time aerobic in situ generation and regeneration of 4-phenyl triazoledione from a catalytic amount of 4-phenyl urazole in the presence of laccase as biocatalyst for the oxidation of thiols in phosphate buffer/acetonitrile mixture at room temperature (Scheme 1). In order to optimize the reaction conditions, the aerobic oxidative coupling of 4-methyl thiophenol was selected as a model reaction.
A new and efficient approach to pyrazolines. First synthesis of 3-aryl-5-dichloromethyl-2-pyrazolines
2009, TetrahedronCitation Excerpt :It is worthy of note that substances containing a 2-pyrazoline moiety have been described as having potential therapeutic utility, such as anti-inflammatory,14–16 antidepressant,17,18 antipyretic,19 antibacterial,20–25 antifungal20,23,26 and antitumoral.27 Of particular interest is the use of pyrazolines as synthetic intermediates for preparing cyclopropane28–30 and pyrazole12,31–34 derivatives. 2-Pyrazolines have usually been prepared by starting from aldehydes or ketones, which have either actual or potential α,β-unsaturation.12,35–49
TBPA<sup>+</sup>{radical dot} mediated aromatization of 1,3,5-trisubstituted pyrazolines
2008, Chinese Chemical Letters
- †
Previous name: Shadpour E. Mallakpour.