Double C–H amination by consecutive SET oxidations?
Chemical Communications Pub Date: 2016-05-04 DOI: 10.1039/C6CC03106D
Abstract
A new method for intramolecular C–H oxidative amination is based on a FeCl3-mediated oxidative reaction of anilines with activated sp3 C–H bonds. The amino group plays multiple roles in the reaction cascade: (1) as the activating group in single-electron-transfer (SET) oxidation process, (2) as a directing group in benzylic/allylic C–H activation at a remote position, and (3) internal nucleophile trapping reactive intermediates formed from the C–H activation steps. These multielectron oxidation reactions proceed with catalytic amounts of Fe(III) and inexpensive reagents.
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Journal Name:Chemical Communications
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CAS no.: 89640-58-4