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Our results, published in patent form in 2007, appear only now in the literature due to the time required for patent protection: Procédé de Synthèse d'arylamines, M. Taillefer, N. Xia, Fr 2007 06827 and PCT 2008 051701
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Our results, published in patent form in 2007, appear only now in the literature due to the time required for patent protection: Procédé de Synthèse d'arylamines, M. Taillefer, N. Xia, Fr 2007 06827 and PCT 2008 051701.
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Although slightly less selective than 6, 2,4-pentadione (1) was chosen because it is about 200-times less expensive, an important factor from an industrial perspective
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Although slightly less selective than 6, 2,4-pentadione (1) was chosen because it is about 200-times less expensive, an important factor from an industrial perspective.
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Under the conditions of Table 2, entry 18, the optimized ratio of DMF and aqueous ammonia is 20:3 by
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Under the conditions of Table 2, entry 18, the optimized ratio of DMF and aqueous ammonia is 20:3 by volume.
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Note that at 90°C the reaction is fully selective (99%) in the presence of supporting ligand 6 (Table 3, entries 3 and 10).
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Note that at 90°C the reaction is fully selective (99%) in the presence of supporting ligand 6 (Table 3, entries 3 and 10).
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An additional finding of our general study is that the demanding iron-mediated arylation of ammonia with aryl iodides can also be achieved. Preliminary results show that in a biphasic/[Fe-(acac)3, 0.2 equiv)/diketone 6 (0.8 equiv) system, the amination of iodobenzene with NH3 is possible, although low yields of the aniline derivatives 20-30, were obtained.[15
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[15]
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