Synthesis of Pyrrole via a Silver-Catalyzed 1,3-Dipolar Cycloaddition/Oxidative Dehydrogenative Aromatization Tandem Reaction

Yan Liu, Huayou Hu* , Xiang Wang, Sanjun Zhi, Yuhe Kan and Chao Wang*

*School of Material Science and Engineering, Southwest University of Science and Technology, Mianyang 621010, P. R. China, Email: njuhhyhotmail.com, wangchaoswust.edu.cn

Y. Liu, H. Hi, X. Wang, S. Zhi, Y. Kan, C. Wang, J. Org. Chem., 2017, 82, 4194-4202.

DOI: 10.1021/acs.joc.7b00180

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Abstract

A one-pot sequential 1,3-dipolar cycloaddition/aromatization reaction sequence enables the synthesis of multisubstituted pyrroles from simple, easy available alkenes. A well-defined silver-catalyzed 1,3-dipolar cycloaddition reaction is followed by a benzoyl peroxide-mediated oxidative dehydrogenative aromatization reaction.

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Key Words

1,3-Dipolar Cycloaddition, Pyrroles, Benzoyl Peroxide

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ID: J42-Y2017