Ruthenium-Promoted Acceptorless and Oxidant-Free Lactone Synthesis in Aqueous Medium

Anita Bhatia; Muthukumar Kannan; Senthilkumar Muthaiah

doi:10.1055/s-0037-1612247

Synlett, Table of Contents

Synlett 2019; 30(06): 721-725
DOI: 10.1055/s-0037-1612247

letter

Ruthenium-Promoted Acceptorless and Oxidant-Free Lactone Synthesis in Aqueous Medium

Anita Bhatia

,

Muthukumar Kannan

,

Senthilkumar Muthaiah*

Department of Chemistry, National Institute of Technology Kurukshetra, Kurukshetra-136119, Haryana, India Email: msenthil@nitkkr.ac.in

› Author Affiliations

Abstract

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Abstract

Ruthenium-catalyzed formation of lactones from diols in aqueous medium has been demonstrated. 1,3,5-Triazaphosphaadamantane (PTA) included water-soluble ruthenium complexes [RuCl₂(PPh₃)(2,6-Py-(CH₂-PTA)₂]·2Br and [RuCl₂(PPh₃)₂(2-PyCH₂PTA)]·Br in the presence of KOH were found to be efficient for the synthesis of lactones from diols. The reported synthetic protocol is green as it uses water as solvent, avoids the use of any hydrogen acceptor/oxidant, and produces hydrogen as the only side product. Mechanistic studies revealed that lactone formation involved aldehyde intermediate and followed dehydrogenative pathway.

Key words

diol - aqueous catalysis - dehydrogenation - lactone

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References

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