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Synthesis of Polysubstituted Pyrroles via Silver-Catalyzed Oxidative Radical Addition of Cyclopropanols to Imines

Yulu Zhou, Ming‐Chang Wu, Yi Liu, Cungui Cheng, Gangguo Zhu

2020Organic Letters24 citationsDOI

Abstract

A silver-catalyzed formal [3 + 2] cycloaddition reaction, with cyclopropanols as a C3 subunit and imines as a two-atom subunit, is developed. The reaction takes place under mild conditions and produces a broad array of polysubstituted pyrroles in medium to high yields. It represents the first example of oxidative radical addition to imines, thus offering a new choice for the direct C-H functionalization of imines.

Topics & Concepts

ChemistryCatalysisOxidative phosphorylationCombinatorial chemistryOrganic chemistryMedicinal chemistryPhotochemistryBiochemistrySynthesis and Characterization of PyrrolesFluorine in Organic ChemistryOxidative Organic Chemistry Reactions
Synthesis of Polysubstituted Pyrroles via Silver-Catalyzed Oxidative Radical Addition of Cyclopropanols to Imines | Litcius