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

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

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

Access to Document

10.1055/s-0036-1591598

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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 › peer-review

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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.",

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

author = "Podrezova, {Ekaterina V.} and Larkina, {Maria S.} and Belousov, {Mikhail V.} and Andreas Kirschning and Zhdankin, {Viktor V.} and Yusubov, {Mekhman S.}",

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T1 - Expedient synthesis of long-chain ω-substituted fatty acids and esters from cyclic ketones using iodine and hydrogen peroxide

AU - Podrezova, Ekaterina V.

AU - Larkina, Maria S.

AU - Belousov, Mikhail V.

AU - Kirschning, Andreas

AU - Zhdankin, Viktor V.

AU - Yusubov, Mekhman S.

PY - 2018/1/1

Y1 - 2018/1/1

N2 - 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.

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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