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Unexpected Oxidative Ring Opening of Electron-Rich 3-Aminobenzofurans into α-Ketoimines Derivatives. 2019

Ilhem Khelifi, and Guangkuan Zhao, and Nour-Eddine Ghermani, and Olivier Provot, and Mouad Alami
Univ. Paris-Sud, BioCIS, CNRS, University Paris-Saclay, Equipe Labellisée Ligue Contre Le Cancer , F-92296 Châtenay-Malabry , France.

An unexpected ring opening of 3-aminobenzofurans promoted by NaO tBu in hot toluene, leading to a variety of α-ketoimines, is described. In the presence of 3-iodobenzofurans, NaO tBu mediates the 3-aminobenzofurans ring opening via a possible radical pathway without the help of any external radical sources.

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