Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/62199
Type: Artigo de periódico
Title: NUCLEOPHILIC INTERCEPTION OF THE GAMMA,DELTA-ACETYLENIC ALPHA,BETA-OLEFINIC ALDEHYDE INTERMEDIATE FORMED FROM FURIL MONOTOSYLHYDRAZONE
Author: SPARRAPAN, R
KASCHERES, C
GAMBARDELLA, MTP
Abstract: The reaction of furil monotosylhydrazone (1) with nucleophiles under basic conditions led to the formation of 5-(2-furoylmethylene)-2-pyrrolidinones 3 when amines and hydrazine hydrate were used. Treatment with methylhydrazine led td production of 1-methyl-6-(2-furoylmethylene)pyridazine (4) while treatment with phenylhydrazine and 4-nitrophenylhydrazine produced 1-(2-furoyl)-6-anilino-6-azafulvene (5a) and 1-(2-furoyl)-6-(4-nitroanilino)-6-azafulvene (5b), respectively. All products suggest interception of the gamma,delta-acetylenic alpha,beta-olefinic aldehyde intermediate 2 formed via the unstable 1,2-difuryldiazoethanone.
Editor: Amer Chemical Soc
Rights: fechado
Identifier DOI: 10.1021/jo00118a012
Date Issue: 1995
Appears in Collections:Unicamp - Artigos e Outros Documentos

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