Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/25121
Type: Artigo de periódico
Title: Reaction of diphenylcyclopropenone with N-acylamidine derivatives. Synthetic and mechanistic implications
Author: Cunha, Silvio
Kascheres, Albert
Abstract: In this work, the reactivity of cyclopropenones toward N-acylamidine derivatives was investigated. Diphenylcyclopropenone reacted with N-benzoylacetamidine and N-(methoxycarbonyl)benzamidine affording 1,2-dihydro-3H-pyrrol-3-ones in moderate yields. However, alkylphenylcyclopropenone did not react. The formation of the compounds is examined mechanistically within frontier molecular orbital considerations.
A reatividade de ciclopropenonas frente a derivados de N-acilamidinas foi investigada. Difenilciclopropenona reagiu com N-benzoilacetamidina e com N-(metoxicarbonil)benzamidina formando 1,2-diidro-3H-pirrol-3-onas em rendimentos moderados, porém alquilfenilciclopropenonas não reagiram com os mesmos nucleófilos investigados. A teoria dos orbitais moleculares de fronteira foi empregada para racionalizar a formação dos produtos.
Subject: diphenylcyclopropenone
N-acylamidines
1,2-dihydro-3H-pyrrol-3-ones
Editor: Sociedade Brasileira de Química
Rights: aberto
Identifier DOI: 10.1590/S0103-50532001000400006
Address: http://dx.doi.org/10.1590/S0103-50532001000400006
http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532001000400006
Date Issue: 1-Aug-2001
Appears in Collections:Unicamp - Artigos e Outros Documentos

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