Expedient Synthesis of Long-Chain ω-Substituted Fatty Acids and Esters from Cyclic Ketones Using Iodine and Hydrogen Peroxide-Reference-Cited by-同舟云学术

Expedient Synthesis of Long-Chain ω-Substituted Fatty Acids and Esters from Cyclic Ketones Using Iodine and Hydrogen Peroxide

Published:2018-07-19 Issue:20 Volume:50 Page:4081-4088
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

Zhdankin Viktor¹²,Yusubov Mekhman¹,Podrezova Ekaterina¹,Larkina Maria³,Belousov Mikhail³,Kirschning Andreas⁴

Affiliation:

1. The Tomsk Polytechnic University

2. Department of Chemistry and Biochemistry, University of Minnesota Duluth

3. Siberian State Medical University

4. Institute of Organic Chemistry and Center of Biomolecular Drug Research (BMWZ), Leibniz Universität Hannover

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.

Funder

Tomsk Polytechnic University Competitiveness Enhancement Program

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0036-1591598.pdf

Cited by 3 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Ring‐Opening Amino Esterification of Cyclic Ketones to Access Distal Amino Acid Derivatives;Advanced Synthesis & Catalysis;2024-02-21

2. Radiolabeled Complex of Antimicrobial Peptides UBI29-41 and UBI18-35 Labeled with 99mTc for Differential Diagnosis of Bone Infection of the Limbs;Bulletin of Experimental Biology and Medicine;2021-02

3. Efficient Synthesis of ω‐[ 18 F]Fluoroaliphatic Carboxylic Esters and Acids for Positron Emission Tomography;European Journal of Organic Chemistry;2020-10-19