取代丙二酸半氧酯对丙二酸甲酯的脱羧作用

IF 2.5 3区化学 Q2 CHEMISTRY, ORGANIC

European Journal of Organic Chemistry Pub Date : 2025-06-23 DOI:10.1002/ejoc.202500457

Marine Pinaud, Tania Xavier, Léa Lin, Erwan Le Gall, Marc Presset

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引用次数: 0

摘要

用N -甲基-啉（NMM）或二异丙胺（DIPEA）等弱碱在回流溶剂中催化量，在取代丙二酸半氧酯（SMAHOs）和丙二酸甲酯之间实现了脱羧Michael加成。这种转化发生在实际条件下（散装溶剂和露天），可以用各种smaho和丙二酸甲酯进行，收率从22%到89%不等。核磁共振研究支持迈克尔加成预脱羧机制的发生。

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Decarboxylative Michael Additions of Substituted Malonic Acid Half‐Oxyesters to Methylidene Malonates

Decarboxylative Michael additions between substituted malonic acids half oxyesters (SMAHOs) and methylidene malonates have been achieved using either a catalytic amount of a weak base such as N‐methyl‐morpholine (NMM) or di‐iso‐propylamine (DIPEA) in a refluxing solvent. This transformation occurs under practical conditions (bulk solvent and open to air) and can be performed with various SMAHOs and methylidene malonates, in yields ranging from 22 to 89%. NMR studies support the occurrence of a Michael addition pre‐decarboxylation mechanism.

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来源期刊

European Journal of Organic Chemistry 化学-有机化学

CiteScore

5.40

自引率

3.60%

发文量

752

审稿时长

1 months

期刊介绍： The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.