Aza-Nazarov reaction and the role of superelectrophiles.
The superacid-catalyzed reactions of N-acyliminium ion salts have been studied. The new conversions are remarkably similar to the Nazarov reaction and dicationic superelectrophilic species are thought to be involved. Experimental studies show that the cyclizations may be used to prepare varied heterocyclic products, while theoretical studies show that formation of the superelectrophiles can lead to very favorable reaction energetics.
Klumpp
Douglas A
DA
Department of Chemistry, Northern Illinois University, DeKalb, Illinois 60115, USA. dklumpp@niu.edu
Zhang
Yiliang
Y
O'Connor
Matthew J
MJ
Esteves
Pierre M
PM
de Almeida
Leonardo S
LS
D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D004563:Electrochemistry; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D007097:Imines / Q000737:chemistry; D015394:Molecular Structure
D001372:Aza Compounds; D006571:Heterocyclic Compounds; D007097:Imines