Citation: Xiao Ming Ji, Ye Lu, Ming Qin Zhao, Xiao Yun Zhang, Yun Liu, Le Liu. Synthesis of new 2,5-dimethyl pyrrole derivatives from acetonylacetone[J]. Chinese Chemical Letters, ;2010, 21(8): 919-921. doi: 10.1016/j.cclet.2010.03.004 shu

Synthesis of new 2,5-dimethyl pyrrole derivatives from acetonylacetone

National Tobacco Cultivation, Physiology and Biochemistry Research Center/College of Tobacco Science, Henan Agricultural University, Zhengzhou 450002, China

Received Date: 19 October 2009

Fund Project: We are grateful to the State Tobacco Monopoly Bureau (No. 110200401014), Henan Province Office of Education of China (No. 2008A208013) and Technology Bureau of Zhengzhou (No. 0910SGYN12302) support of this work.

Acetonylacetone 1 was treated with thiourea, aniline, glycine and glutamic acid to give pyrrole derivatives 2, 3, 5, and 9by 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.
- Acetonylacetone,
- Paal-Knorr reactions,
- Mannich reactions,
- Esterification reactions,
- Synthesis
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