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 School of Chemistry & Applied Biomedical Sciences

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 language	English
Pages (from-to)	4081-4088
Number of pages	8
Journal	Synthesis (Germany)
Volume	50
Issue number	20
DOIs	https://doi.org/10.1055/s-0036-1591598
Publication status	Published - 1 Jan 2018

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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

Podrezova, E. V., Larkina, M. S., Belousov, M. V., Kirschning, A., Zhdankin, V. V., & Yusubov, M. S. (2018). Expedient synthesis of long-chain ω-substituted fatty acids and esters from cyclic ketones using iodine and hydrogen peroxide. Synthesis (Germany), 50(20), 4081-4088. https://doi.org/10.1055/s-0036-1591598

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

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AU - Podrezova, Ekaterina V.

AU - Larkina, Maria S.

AU - Belousov, Mikhail V.

AU - Kirschning, Andreas

AU - Zhdankin, Viktor V.

AU - Yusubov, Mekhman S.

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AB - 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.

KW - chelating reagents

KW - cyclic ketones

KW - di-(2-picolyl)amine

KW - di-(2-pyridylmethylamino)alkanoic acids

KW - ligands

KW - ω-iodo-aliphatic carboxylic esters

KW - ω-iodoaliphatic carboxylic acids

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Access to Document

10.1055/s-0036-1591598