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Gold-Catalyzed Intermolecular Nitrene Transfer from 2H-Azirines to Ynamides: A Direct Approach to Polysubstituted Pyrroles

Lei Zhu, Yinghua Yu, Zhifeng Mao and Xueliang Huang*

*State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Yangqiao West Road 155#, Fuzhou, Fujian, China, 350002, Email: huangxlfjirsm.ac.cn

L. Zhu, Y. Yu, Z. Mao, X. Huang, Org. Lett., 2015, 17, 30-33.

DOI: 10.1021/ol503172h (free Supporting Information)



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Abstract

An effective and mild gold-catalyzed intermolecular nitrene transfer by the reaction of 2H-azirines and ynamides provides highly substituted pyrroles in a straightforward manner in very good yields. Preliminary results indicate that a nongold carbenoid pathway is preferred.

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Polysubstituted 2-Aminopyrrole Synthesis via Gold-Catalyzed Intermolecular Nitrene Transfer from Vinyl Azide to Ynamide: Reaction Scope and Mechanistic Insights

Y. Wu, L. Zhu, Y. Yu, X. Luo, X. Huang, J. Org. Chem., 2015, 80, 11407-11416.


Key Words

pyrroles


ID: J54-Y2015