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Synthesis of Tetrasubstituted NH Pyrroles and Polysubstituted Furans via an Addition and Cyclization Strategy

Liang Li, Mi-Na Zhao, Zhi-Hui Ren, Jianli Li, Zheng-Hui Guan*

*Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi'an 710069, P. R. of China, Email: guanzhhnwu.edu.cn

L. Li, M.-N. Zhao, Z.-H. Ren, J. Li, Z.-H. Guan, Synthesis, 2012, 44, 532-540.

DOI: 10.1055/s-0031-1289993 (free Supporting Information)



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Abstract

The FeCl3-catalyzed addition and cyclization of enamino esters with nitroolefins provides a rapid, straightforward, and general method for the synthesis of tetrasubstituted NH pyrroles in good yields and tolerates a wide range of functionality. Further, an efficient KOAc-promoted addition and cyclization protocol provides substituted furans as well.

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Key Words

tetrasubstituted NH pyrroles, polysubstituted furans, addition, cyclization


ID: J66-Y2012-0310