- Synthesis of Brominated Thiazoles via Sequential Bromination-Debromination Methods
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The synthesis of the full family of bromothiazoles has been revisited in order to update and optimize their production. The species reported include 2-bromothiazole, 4-bromothiazole, 5-bromothiazole, 2,4-dibromothiazole, 2,5-dibromothiazole, 4,5-dibromothiazole, and 2,4,5-tribromothiazole, the majority of which are produced via sequential bromination and debromination steps. This complete family can now be produced without the use of elemental bromine, and the presented methods have allowed the physical and NMR spectroscopic characterization of the full family to be reported for the first time.
- Uzelac, Eric J.,Rasmussen, Seth C.
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p. 5947 - 5951
(2017/06/07)
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- Rapid kinetics and relative reactivity of some five membered aromatic heterocycles using hydrodynamic voltammetry
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Kinetics of the bromination of imidazole, pyrazole and thiazole by molecular bromine and N-bromosuccinimide has been studied in aqueous medium. Since the reactions are rapid special technique namely, hydrodyanamic voltammetry has been employed to follow the course of the reactions. These reactions follow second order kinetics. The comparative kinetic data determines the reactivity order for these heterocycles towards the bromination using two different brominating reagents. The study justifies the stereochemical principles ascertaining the relative reactivity of these heterocycles quantitatively using kinetics as an investigational tool.
- Walke,Bonde,Bhadane,Dangat,Jadhav
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p. 2239 - 2245
(2016/02/27)
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- HETEROCYCLYL-SUBSTITUTED ANTI-HYPERCHOLESTEROLEMIC COMPOUNDS
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This invention provides cholesterol absorption inhibitors of Formula I: and the pharmaceutically acceptable salts thereof, wherein R12 is a hydroxylated alkyl group and R9 contains a heterocyclic ring. The compounds are useful for lowering plasma cholesterol levels, particularly LDL cholesterol, and for treating atherosclerosis and preventing atherosclerotic disease events.
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Page/Page column 40-41
(2008/12/05)
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- Halogenated 2′-chlorobithiazoles via Pd-catalyzed cross-coupling reactions
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Halogenated bithiazoles allow facile further functionalization and are, therefore, suitable intermediates for the synthesis of compounds with interesting biological activity or material science properties. The applicability of three coupling methods (Negi
- Stanetty, Peter,Schnuerch, Michael,Mihovilovic, Marko D.
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p. 3754 - 3761
(2007/10/03)
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- Synthesis of Stannylthiazoles and Mixed Stannylsilylthiazoles and their Use for a Convenient Preparation of Mono- and Bis-halothiazoles
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Stannylthiazoles and stannyl-silylthiazoles have been prepared and employed as thiazolyl carbanion equivalents in reactions with halogens to give mono- and mixed bis-halothiazoles in good yields.
- Dondoni, A.,Mastellari, A. R.,Medici, A.,Negrini, E.,Pedrini, P.
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p. 757 - 760
(2007/10/02)
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- COURSE OF BROMINATION OF THIAZOLE AND 2-METHYLTHIAZOLE
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Bromination of thiazole by bromine in the presence of aluminium chloride in neutral solvent or without solvent takes place at the 2-position.Such an orientation contradicts the traditional addition-cleavage mechanism, and agrees with the ylid mechanism of electrophilic substitution. 2-Methylthiazole brominates at the 5-position, and the reaction is impeded in the presence of aluminium chloride; this is due to heterocycle deactivation by complexation with the Lewis acid at the nitrogen atom.
- Gol'dfarb, Ya. L.,Gromova, G. P.,Belen'kii, L. I.
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p. 663 - 666
(2007/10/02)
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