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Fluorous Analogue of Chloramine-T: Preparation,...
Journal article

Fluorous Analogue of Chloramine-T: Preparation, X‑ray Structure Determination, and Use as an Oxidant for Radioiodination and s‑Tetrazine Synthesis

Abstract

A fluorous oxidant that can be used to introduce radioiodine into small molecules and proteins and generate iodinated tetrazines for bioorthogonal chemistry has been developed. The oxidant was prepared in 87% overall yield by combining a fluorous amine with tosyl chloride, followed by chlorination using aqueous sodium hypochlorite. A crystal structure of the oxidant, which is a fluorous analogue of chloramine-T, was obtained. The compound was …

Authors

Dzandzi JPK; Vera DRB; Genady AR; Albu SA; Eltringham-Smith LJ; Capretta A; Sheffield WP; Valliant JF

Journal

The Journal of Organic Chemistry, Vol. 80, No. 14, pp. 7117–7125

Publisher

American Chemical Society (ACS)

Publication Date

July 17, 2015

DOI

10.1021/acs.joc.5b00988

ISSN

0022-3263