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Iron-Catalyzed Radical Cycloaddition of 2H-Azirines and Enamides for the Synthesis of Pyrroles

Mi-Na Zhao, Zhi-Hui Ren, De-Suo Yang and Zheng-Hui Guan*

*Key Laboratory of Synthetic and Nature Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi’an 710127, P. R. China, Email: guanzhhnwu.edu.cn

M.-N. Zhao, Z.-H. Ren, D.-S. Yang, Z.-H. Guan, Org. Lett., 2018, 20, 1287-1290.

DOI: 10.1021/acs.orglett.7b04007 (free Supporting Information)


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Abstract

An efficient Fe-catalyzed radical cycloaddition of enamides and 2H-azirines enables the synthesis of substituted pyrroles. The reaction works with readily available starting materials, tolerates various functional groups, and affords valuable triaryl-substituted pyrroles in very good yields under mild reaction conditions.

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rationalization of stereochemistry



Key Words

pyrroles


ID: J54-Y2018