Doubly dearomatising intramolecular coupling of a nucleophilic and an electrophilic heterocycle.
Isonicotinamides carrying N-furanylmethyl, N-pyrrolylalkyl or N-thiophenylmethyl substituents at nitrogen undergo cyclisation induced by an electrophile, giving spirocyclic compounds or doubly spirocyclic compounds in which both the nucleophilic and electrophilic heterocycles are dearomatised.
Brice
Heloise
H
School of Chemistry, University of Manchester, Oxford Road, Manchester, UKM13 9PL.
Clayden
Jonathan
J