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

doi:10.1055/s-0036-1591598

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^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Research › peer review

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 - 19 Jul 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

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10.1055/s-0036-1591598

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title = "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.",

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.\}",

year = "2018",

month = jul,

day = "19",

doi = "10.1055/s-0036-1591598",

language = "English",

volume = "50",

pages = "4081--4088",

journal = "Synthesis (Germany)",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

number = "20",

}

TY - JOUR

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 - 2018/7/19

Y1 - 2018/7/19

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

UR - https://www.scopus.com/pages/publications/85054397855

U2 - 10.1055/s-0036-1591598

DO - 10.1055/s-0036-1591598

M3 - Article

AN - SCOPUS:85054397855

SN - 0039-7881

VL - 50

SP - 4081

EP - 4088

JO - Synthesis (Germany)

JF - Synthesis (Germany)

IS - 20

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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