Organic Chemistry Portal



One-Pot Synthesis of Substituted Δ1-Pyrrolines through the Michael Addition of Nitroalkanes to Chalcones and Subsequent Reductive Cyclization in Aqueous Media

Yongjiu Liang, Dewen Dong*, Yumei Lu, Yan Wang, Wei Pan, Yanyan Chai, Qun Liu

*Department of Chemistry, Northeast Normal University, Changchun 130024, P. R. of China, Email:

Y. Liang, D. Dong, Y. Lu, Y. Wang, W. Pan, Y. Chai, Q. Liu, Synthesis, 2006, 3301-3304.

DOI: 10.1055/s-2006-950227

see article for more reactions


Upon treatment with aqueous sodium hydroxide in DMF, a range of chalcones underwent Michael addition reactions with nitroalkanes. The resulting adducts were reduced in situ with Zn/HCl (aq) to afford substituted Δ1-pyrrolines in high yields after a cyclization.

see article for more examples

Key Words

chalcones, cyclizations, Michael additions, Zinc, hydrogenations, 1-pyrrolines

ID: J66-Y2006-3200