Chemical Communications

Doubly dearomatising intramolecular coupling of a nucleophilic and an electrophilic heterocycle

H Brice, J Clayden

Index: Brice, Heloise; Clayden, Jonathan Chemical Communications, 2009 , # 15 p. 1964 - 1966

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Abstract

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 electrophilicheterocycles are dearomatised.