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Aza-Nazarov cyclization cascades
Authors:Sai Kiran Kumar Solingapuram  O'Connor Matthew J  Klumpp Douglas A
Affiliation:Department of Chemistry, Northern Illinois University, DeKalb, IL 60115, United States
Abstract:Benzamides with tethered acetal groups undergo reactions in CF3SO3H to give ring-fused isoindolinones by a cyclization cascade. The reaction initially forms an N-acyliminium ion which then gives the isoindolinone by the aza-Nazarov reaction. An unusual variant also cyclizes at the allylic position.
Keywords:Heterocycles   Aza-Nazarov   Superacid   N-Acyliminum ions   Cyclization
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