Reactions of 2-(Diformylmethylidene)-3,3-dimethylindole with hydrazides: synthesis of new pyrazolylindolenine derivatives-the unprecedented one-pot pyrazole-thiadiazole double annulation

Khaledi, H. and Ng, S.W. and Thomas, N.F. and Ali, Hapipah Mohd (2011) Reactions of 2-(Diformylmethylidene)-3,3-dimethylindole with hydrazides: synthesis of new pyrazolylindolenine derivatives-the unprecedented one-pot pyrazole-thiadiazole double annulation. Journal of Heterocyclic Chemistry, 48 (3). pp. 663-670. ISSN 0022-152X

Full text not available from this repository. (Request a copy)
Official URL: http://onlinelibrary.wiley.com/doi/10.1002/jhet.57...

Abstract

A series of new pyrazolylindolenine derivatives has been synthesized through the reaction of 2-(diformylmethylidene)-3,3-dimethylindole (diformyl), prepared by the Vilsmeier reaction, with six different hydrazides. Although the reaction of p-toluenesulfonylhydrazide and S-benzyldithiocarbazide with diformyl yielded the expected pyrazolylindolenines as the sole products, the initial products of the reactions of diformyl with semicarbazide, thiosemicarbazide, and carbohydrazide underwent cleavage. The reaction of diformyl with thiocarbohydrazide resulted in a unique one-pot formation of pyrazole and thiadiazole rings, conjugated with the indolenine component. The solid state structures of these heterocycles were established by X-ray crystallographic analysis.

Item Type: Article
Additional Information: Department of Chemistry, Faculty of Science Building, University of Malaya, 50603 Kuala Lumpur, MALAYSIA
Uncontrolled Keywords: Transition-Metal-Complexes; Ligands; Inhibitors
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science > Dept of Chemistry
Depositing User: Miss Malisa Diana
Date Deposited: 25 Mar 2013 01:47
Last Modified: 30 Jan 2019 00:49
URI: http://eprints.um.edu.my/id/eprint/5238

Actions (login required)

View Item View Item