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 Peer reviewed DOI: 10.1002/jlcr.2580340408 via OpenAlex
Summary
A new method for tritiating aryl compounds using tritium gas on underivatized substrates has been developed. This approach combines directed ortho metallation with an easy reduction of the carbon-potassium bond, allowing for high specific activity incorporation of tritium under mild conditions. The method is illustrated through the preparation of [3H]ibogaine.
Study at a glance
| Key finding | The method allows for high specific activity tritiation of aryl compounds under mild conditions. |
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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.