Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives

Application to the Synthesis of cis-Jasmone

Xiaofeng Ma, Damien F. Dewez, Le Du, Xiya Luo, István E. Markó, Kevin Lam Georges

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Disubstituted malonic acid derivatives are smoothly converted into diketones and ketoesters in good to excellent yield (68% to 91%) under electrochemical conditions. The scope can be extended to transform trisubstituted bis-malonic acids into tetraketones in 77% to 86% yield. The new method was applied to the total synthesis of cis-jasmone.

Original languageEnglish
Pages (from-to)12044-12055
Number of pages12
JournalJournal of Organic Chemistry
Volume83
Issue number19
DOIs
Publication statusPublished - Oct 5 2018

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Derivatives
Decarboxylation
jasmone
malonic acid

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives : Application to the Synthesis of cis-Jasmone. / Ma, Xiaofeng; Dewez, Damien F.; Du, Le; Luo, Xiya; Markó, István E.; Lam Georges, Kevin.

In: Journal of Organic Chemistry, Vol. 83, No. 19, 05.10.2018, p. 12044-12055.

Research output: Contribution to journalArticle

Ma, Xiaofeng ; Dewez, Damien F. ; Du, Le ; Luo, Xiya ; Markó, István E. ; Lam Georges, Kevin. / Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives : Application to the Synthesis of cis-Jasmone. In: Journal of Organic Chemistry. 2018 ; Vol. 83, No. 19. pp. 12044-12055.
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