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Updated: May 9, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Electrochemical Access to N-Aryliminium Ion Electrophiles from N-Aryl Amino Acids
Leah N White1, Fabian Dauzvardis1, Asher Chamuel1
1Department of Chemistry & Biochemistry, University of Delaware, 163 The Green, Newark, Delaware 18716, United States.
Abstract:
N-Aryl hemiaminals are versatile synthetic intermediates that can serve as placeholders for N-aryliminium ions. We report the non-Kolbe electrolysis of N-arylamino acids using convenient, air-tolerant conditions with simple workup, user-friendly controls, and inexpensive electrode materials. We demonstrate the utility of these intermediates in traditional Povarov cyclizations (up to 70% yield over two steps) and the direct electrochemical synthesis of bioactive frameworks relevant to several natural products from simple N-arylamino acid starting materials.
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