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Naji, M. |
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Motta, Antonella |
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Aletan, Dirar |
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Mohamed, Tarek |
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Ertürk, Emre |
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Taccardi, Nicola |
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Kononenko, Denys |
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Petrov, R. H. | Madrid |
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Alshaaer, Mazen | Brussels |
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Bih, L. |
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Casati, R. |
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Muller, Hermance |
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Kočí, Jan | Prague |
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Šuljagić, Marija |
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Kalteremidou, Kalliopi-Artemi | Brussels |
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Azam, Siraj |
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Ospanova, Alyiya |
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Blanpain, Bart |
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Ali, M. A. |
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Popa, V. |
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Rančić, M. |
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Ollier, Nadège |
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Azevedo, Nuno Monteiro |
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Landes, Michael |
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Rignanese, Gian-Marco |
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Junk, Peter Courtney
in Cooperation with on an Cooperation-Score of 37%
Topics
Publications (3/3 displayed)
- 2012Synthesis and characterisation of alkaline earth bis(diphenylphosphano)metallocene complexes and heterobimetallic alkaline earth metal/platinum(II) complexes [Ae(thf)(x)(eta(5)-C5H4PPh2)(2)Pt(Me)(2)] (Ae = Ca, Sr, Ba)citations
- 2010Highly efficient indium(III)-mediated cyclisation of 5-hydroxy-1,3- diketones to 2,3-dihydro-4H-pyran-4-ones; Mechanistic insights from in situ Fourier transform infrared spectroscopycitations
- 2006Synthetic and structural comparisons of bismuth(iii) carboxylates synthesised under solvent-free and reflux conditionscitations
Places of action
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article
Highly efficient indium(III)-mediated cyclisation of 5-hydroxy-1,3- diketones to 2,3-dihydro-4H-pyran-4-ones; Mechanistic insights from in situ Fourier transform infrared spectroscopy
Abstract
5-Hydroxy-1,3-diketones have been synthesised in a facile one-pot reaction from the treatment of acid chlorides with non-substituted ketones and LiHMDS. Subsequent cyclisation to 2,3-dihydro-4H-pyran-4-ones occurs rapidly and in high yield (89-99 ) when mediated by anhydrous indium(III) chloride. A spectroscopic study of the reaction using in situ Fourier transform infrared (FTIR) spectroscopy has shown the reaction to be highly dependent on temperature, metal complex formation and InCl3 concentration. Since the reaction is deactivated by the precipitation of [InCl3 center dot(H2O)(3)], the concurrent use of a stronger drying agent, such as molecular sieves 4 angstrom or anhydrous MgSO4, allows the reaction to be successfully carried out at relatively low loadings of InCl3 (1-10 ). In their absence, the optimum reaction conditions were found to be a diketone : InCl3 ratio of 3 : 1 in toluene, and a reaction temperature of 80 degrees C.