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Copper(II)-Promoted Oxidation/[3+2]Cycloaddition/Aromatization Cascade: Efficient Synthesis of Tetrasubstituted NH-Pyrrole from Chalcones and Iminodiacetates

Zhang-qi Lin, Chao-dong Li, Zi-chun Zhou, Shuai Xue, Jian-rong Gao, Qing Ye, Yu-jin Li*

*College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. of China, Email: lyjzjutzjut.edu.cn

Z.-q. Lin, C.-d. Li, Z.-c. Zhou, S. Xue, J.-r. Gao, Q. Ye, Y.-j. Li, Synlett, 2019, 30, 1442-1446.

DOI: 10.1055/s-0039-1689972 (free Supporting Information)



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Abstract

A Cu(OAc)2-promoted oxidation/[3+2]cycloaddition/aromatization cascade reaction provides tetrasubstituted NH-pyrroles in very good yields from a wide range of chalcones and diethyl iminodiacetates. This convenient methodology has several advantages, such as the use of easily accessible chalcones and readily available diethyl iminodiacetates, and mild reaction conditions.

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Key Words

Cu(II)-promoted, pyrroles, iminodiacetate, oxidation/[3+2] cycloaddition/aromatization, cascade reaction


ID: J72-Y2019