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Recent progress on catalytic [1,3]-oxygen rearrangement reactions from nitrogen to carbon atoms

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Abstract [1,3]-Rearrangement reactions of an oxygen atom from a nitrogen atom to a carbon atom is an ideal way to synthesize highly elaborate molecules in which nitrogen and oxygen functionalities… Click to show full abstract

Abstract [1,3]-Rearrangement reactions of an oxygen atom from a nitrogen atom to a carbon atom is an ideal way to synthesize highly elaborate molecules in which nitrogen and oxygen functionalities are vicinally arranged. Recently, it has been disclosed that this intriguing transformation takes place in the presence of Lewis acidic metal catalysts. In this digest, we summarize recent findings on the catalytic [1,3]-oxygen rearrangement reactions, such as direct [1,3]-rearrangement of N-oxygenated enamines and anilines, as well as π-acidic metal-catalyzed cascade reaction involving the [1,3]-rearrangement process.

Keywords: catalytic oxygen; rearrangement; oxygen rearrangement; carbon; rearrangement reactions

Journal Title: Tetrahedron Letters
Year Published: 2019

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