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Hydroxysulfonylation of Quinones with Aryl(alkyl)sulfonyl Hydrazides for the Synthesis of 1,4-Dihydroxy-2-aryl(alkyl)sulfonylbenzenes.
- Source :
-
European Journal of Organic Chemistry . 11/2/2017, Vol. 2017 Issue 40, p6081-6084. 4p. - Publication Year :
- 2017
-
Abstract
- β-Ketoacyl-ACP-synthase III (FabH) plays an important role in bacterial fatty-acid biosynthesis as an important condensing enzyme. 1,4-Dihydroxy-2-tosylnaphthalene and its analogues are potent inhibitors of FabH. Traditional methods for the synthesis of these compounds still suffer from some drawbacks. In this work, an efficient copper-catalyzed method for the hydroxysulfonylation of quinones with aryl(alkyl)sulfonyl hydrazides was developed for the direct synthesis of 1,4-dihydroxy- 2-phenylsufonylbenzenes. A series of biologically useful FabH inhibitors were obtained in good yields under argon. Both aryl and alkyl substituents were well tolerated in the reaction. [ABSTRACT FROM AUTHOR]
- Subjects :
- *HYDRAZIDES
*SULFONYL compounds
*BENZENE
*NAPHTHALENE
*COPPER catalysts
Subjects
Details
- Language :
- English
- ISSN :
- 1434193X
- Volume :
- 2017
- Issue :
- 40
- Database :
- Academic Search Index
- Journal :
- European Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 126029624
- Full Text :
- https://doi.org/10.1002/ejoc.201701199