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Metallation of heteroaryls and its application to isotopic labelling

✍ Scribed by Paul H. Allen; Vincent Coissard; Michael J. Hickey; Colin Hogg; Lee P. Kingston; Moya Caffrey; David J. Wilkinson

Publisher: John Wiley and Sons
Year: 2009
Tongue: French
Weight: 207 KB
Volume: 53
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.1721

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✦ Synopsis

Abstract

The recently published procedure for the metallation of heteroaromatics and their subsequent reaction with iodine has been applied to the synthesis of deuterium‐labelled compounds. The mixed magnesium/lithium base (2) has been prepared and reacted with a range of heteroaromatics. The metallated compounds were iodolyzed with molecular iodine and the resulting iodo compounds were reductively dehalogenated with deuterium gas. This allowed confirmation of the regiochemistry of the metallation and the use of the procedure as a labelling method. Copyright © 2009 John Wiley & Sons, Ltd.

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