Work

Preparation, structure, and oxidative reactivity of (dichloroiodo)pyridines: recyclable hypervalent iodine reagents

Year: 2017

Type: article

Abstract: New pyridine-based hypervalent iodine reagents, (dichloroiodo)pyridines, were prepared by chlorination of 2-, 3-, or 4-iodopyridines with NaOCl-HCl at room temperature.Structures of 2-(dichloroiodo)pyridine and 2-(dichloroiodo)-3-propoxypyridine were established by X-ray crystallography.The new (dichloroiodo)pyridines can be used as efficient reagents for oxidation of alcohols to carbonyl compounds and also as chlorinating reagents.The reduced form of the reagents such as 2-iodo-3-propoxypyridine, can be recovered from the reaction mixture in good yields by an acid-base liquid-liquid biphasic protocol.

Source: ARKIVOC

DOI: 10.24820/ark.5550190.p010.279

Authors: Akira Yoshimura, Khiem C. Nguyen, Victor N. Nemykin, Viktor V. Zhdankin

Institutions: Tomsk Polytechnic University, University of Minnesota, Duluth, University of Manitoba

Language: English

Topic: Oxidative Organic Chemistry Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

Funders: National Science Foundation, Tomsk Polytechnic University, Division of Chemistry

Awards: G1086719815, SusChEM: RUI: Organohypervalent Iodine Chemistry, G7850859523