One-pot hydroacetylation of menadione (vitamin K 3) to menadiol diacetate (vitamin K 4) by heterogeneous catalysis

Claudiu Dobrinescu, Elena E. Iorgulescu, Constantin Mihailciuc, Dan MacOvei, Stefan Wuttke, Erhard Kemnitz, Vasile I. Parvulescu, Simona M. Coman

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

Vitamin K 4 (menadiol diacetate, MDD) can be easily synthesized through cleaner and more efficient catalytic alternatives following the green chemistry principles. Ionic gold-based hydroxylated fluorides are active bi-functional catalysts for the one-pot hydroacetylation of menadione leading to MDD with 77% selectivity. Unprecedent results were obtained in the presence of oxide-fluoride catalysts by using a microwave-assisted hydrogen-transfer (Meerwein-Ponndorf-Verley reaction) coupled with an acetylation approach, yielding very high selectivities for the target product (95%).

Original languageEnglish
Pages (from-to)1301-1306
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume354
Issue number7
DOIs
Publication statusPublished - May 7 2012
Externally publishedYes

Keywords

  • hydroxylated fluorides
  • ionic gold catalyst
  • microwaves
  • oxide-fluorides
  • vitamin k

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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