Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/242910
Type: Artigo de periódico
Title: Morita-baylis-hillman Adducts As Building Blocks Of Heterocycles: A Simple Approach To 4-substituted Pyrazolones, And Mechanism Investigation Via Esi-ms(/ms)
Author: Barcelos
Rosimeire C.; Zeoly
Lucas A.; Rodrigues
Manoel T.
Jr.; Ferreira
Bruno R. V.; Eberlin
Marcos N.; Coelho
Fernando
Abstract: We describe herein an efficient approach for the preparation of 4-substituted 2,3-dihydro-1H-pyrazol-3-ones starting from Morita-Baylis-Hillman adducts. These heterocycles were obtained in two or three steps as single isomers with moderate to good overall yields. One efficient and alternative methodology for the synthesis of alpha-methyl-beta-ketoesters is also reported (up to 91 % yield). Additionally, the mechanism of formation of pyrazolones was investigated employing ESI-MS/MS reaction monitoring.
Subject: Electrospray-ionization Mass
Beta-keto-esters
Intermolecular Heck Reaction
Claisen Condensation
Aromatic-aldehydes
Carbonyl-compounds
Aldol Addition
Derivatives
Reduction
Spectrometry
Country: WIEN
Editor: SPRINGER WIEN
Rights: fechado
Identifier DOI: 10.1007/s00706-015-1427-6
Address: http://link.springer.com/article/10.1007%2Fs00706-015-1427-6
Date Issue: 2015
Appears in Collections:Unicamp - Artigos e Outros Documentos

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