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Metallation/reduction as a new approach to tritium labeling. The synthesis of [3H]ibogaine

Herbert H. Seltzman, Denise F. Odear, Christopher P. Laudeman, F. Ivy Carroll, Christopher D. Wyrick

Journal of Labelled Compounds and Radiopharmaceuticals April 1, 1994 DOI: 10.1002/jlcr.2580340408 via OpenAlex

Summary

AI-generated from the abstract

A new method introduces tritium into aryl compounds using tritium gas directly on the underivatized substrate. By combining directed ortho metallation with a reduction of the carbon-potassium bond, tritium is incorporated at high specific activity under mild conditions. The approach is demonstrated by preparing tritium-labeled ibogaine, showing its utility for synthesizing radiolabeled compounds for research.

Study at a glance

Characteristics Method development Peer reviewed
Keywords Tritium illumination Radiochemistry Substrate aquarium Reduction mathematics Chemical synthesis
Citations 7
Key finding A combined directed ortho metallation and reduction method enables tritiation of aryl compounds at high specific activity under mild conditions, as demonstrated for [3H]ibogaine.

Abstract

Abstract A new method is presented for the tritiation of aryl compounds with tritium gas which is conducted on the underivatized substrate. Combined directed ortho metallation and facile reduction of the carbonpotassium bond affords incorporation of tritium at high specific activity under mild conditions. The metallation/reduction method is demonstrated for the preparation of [ 3 H]ibogaine.

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