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- W2327832461 endingPage "6135" @default.
- W2327832461 startingPage "6123" @default.
- W2327832461 abstract "Cyclic secondary amines and 2-hydroxybenzaldehydes or related ketones react to furnish benzo[e][1,3]oxazine structures in generally good yields. This overall redox-neutral amine α-C–H functionalization features a combined reductive N-alkylation/oxidative α-functionalization and is catalyzed by acetic acid. In contrast to previous reports, no external oxidants or metal catalysts are required. Reactions performed under modified conditions lead to an apparent reductive amination and the formation of o-hydroxybenzylamines in a process that involves the oxidation of a second equivalent of amine. A detailed computational study employing density functional theory compares different mechanistic pathways and is used to explain the observed experimental findings. Furthermore, these results also reveal the origin of the catalytic efficiency of acetic acid in these transformations." @default.
- W2327832461 created "2016-06-24" @default.
- W2327832461 creator A5004730862 @default.
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- W2327832461 creator A5042178740 @default.
- W2327832461 creator A5045450076 @default.
- W2327832461 creator A5069940967 @default.
- W2327832461 date "2014-04-14" @default.
- W2327832461 modified "2023-10-16" @default.
- W2327832461 title "Redox-Neutral α-Oxygenation of Amines: Reaction Development and Elucidation of the Mechanism" @default.
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