Expedient synthesis of long-chain ω-substituted fatty acids and esters from cyclic ketones using iodine and hydrogen peroxide

Ekaterina V. Podrezova, Maria S. Larkina, Mikhail V. Belousov, Andreas Kirschning, Viktor V. Zhdankin, Mekhman S. Yusubov

Research output: Contribution to journal › Article

Abstract

A simple and convenient synthesis of ω-iodoaliphatic carboxylic acids and esters by the reaction of cyclic ketones with iodine and hydrogen peroxide in the presence of catalytic CuCl has been developed. ω-Iodoaliphatic carboxylic esters were further used for the efficient preparation of di(2-pyridylmethylamino)alkanoic acids in excellent yields.

Original languageEnglish
Pages (from-to)4081-4088
Number of pages8
JournalSynthesis (Germany)
Volume50
Issue number20
DOIs
Publication statusPublished - 1 Jan 2018

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Ketones
Iodine
Carboxylic acids
Fatty acids
Hydrogen peroxide
Hydrogen Peroxide
Esters
Fatty Acids
Carboxylic Acids

Keywords

  • chelating reagents
  • cyclic ketones
  • di-(2-picolyl)amine
  • di-(2-pyridylmethylamino)alkanoic acids
  • ligands
  • ω-iodo-aliphatic carboxylic esters
  • ω-iodoaliphatic carboxylic acids

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Expedient synthesis of long-chain ω-substituted fatty acids and esters from cyclic ketones using iodine and hydrogen peroxide. / Podrezova, Ekaterina V.; Larkina, Maria S.; Belousov, Mikhail V.; Kirschning, Andreas; Zhdankin, Viktor V.; Yusubov, Mekhman S.

In: Synthesis (Germany), Vol. 50, No. 20, 01.01.2018, p. 4081-4088.

Research output: Contribution to journal › Article

Podrezova, EV, Larkina, MS, Belousov, MV, Kirschning, A, Zhdankin, VV & Yusubov, MS 2018, 'Expedient synthesis of long-chain ω-substituted fatty acids and esters from cyclic ketones using iodine and hydrogen peroxide', Synthesis (Germany), vol. 50, no. 20, pp. 4081-4088. https://doi.org/10.1055/s-0036-1591598
Podrezova EV, Larkina MS, Belousov MV, Kirschning A, Zhdankin VV, Yusubov MS. Expedient synthesis of long-chain ω-substituted fatty acids and esters from cyclic ketones using iodine and hydrogen peroxide. Synthesis (Germany). 2018 Jan 1;50(20):4081-4088. https://doi.org/10.1055/s-0036-1591598
Podrezova, Ekaterina V. ; Larkina, Maria S. ; Belousov, Mikhail V. ; Kirschning, Andreas ; Zhdankin, Viktor V. ; Yusubov, Mekhman S. / Expedient synthesis of long-chain ω-substituted fatty acids and esters from cyclic ketones using iodine and hydrogen peroxide. In: Synthesis (Germany). 2018 ; Vol. 50, No. 20. pp. 4081-4088.
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AU - Kirschning, Andreas

AU - Zhdankin, Viktor V.

AU - Yusubov, Mekhman S.

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