Unexpected reactivity between aromatic nitro compounds and PCl3/AlCl3. A new one-pot synthesis of phenazines |
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Authors: | Rodolphe AbdayemGraziano Baccolini Carla BogaMagda Monari Simona Selva |
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Institution: | a Dipartimento di Chimica Organica ‘A. Mangini’, Viale Risorgimento, 4-40136 Bologna, Italy b Dipartimento Di Chimica ‘G. Ciamician’, Via Selmi 2-40126 Bologna, Italy |
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Abstract: | The reaction between 4-nitroalkoxybenzenes 7 and PCl3/AlCl3, when carried out in appropriate molar ratio, gives a prevalent formation of diazenes 8 and 2,7-dialkoxyphenazines 9 with their new chlorinated derivatives 10-13. These compounds are obtained, in satisfactory yield, in a one-pot procedure, in mild conditions, from commercially available and safe starting materials. In this reaction both the reagents PCl3 and AlCl3 play a fundamental role in obtaining the products, and this method might be applicable to other 4-alkoxynitrobenzenes. |
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Keywords: | phosphorus trichloride phenazines diazenes 4-nitroanisole |
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