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Synthesis of new 2,5-dimethyl pyrrole derivatives from acetonylacetone |
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| Authors: | Xiao Ming Ji Ye Lu Ming Qin Zhao Xiao Yun Zhang Yun Liu Le Liu National Tobacco Cultivation Physiology Biochemistry Research Center/College of Tobacco Science Henan Agricultural University Zhengzhou China |
| Affiliation: | National Tobacco Cultivation, Physiology and Biochemistry Research Center/College of Tobacco Science, Henan Agricultural University, Zhengzhou 450002, China |
| Abstract: | Acetonylacetone 1 was treated with thiourea, aniline, glycin and glutamic acid to give pyrrole derivatives 2, 3, 5, and 9 by Paal-Knorr reaction, respectively. Then 3 was successfully transformed into the related pyrrole derivative 4 by Mannich reaction. Compounds 6, 7 and 8 were obtained by reacting 5 with phenethyl alcohol, phenylallylic alcohol and leaf alcohol by esterification reactions, respectively. The structures of all new products were elucidated by IR, NMR and HRMS spectra. |
| Keywords: | Acetonylacetone Paal-Knorr reactions Mannich reactions Esterification reactions Synthesis |
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