A highly selective deuteration method for N-containing heterocycles is reported employing Ru3(CO)12 as catalyst and using t-BuOD as deuteration reagent. The reactions takes place at 100�C under argon atmosphere within 30min. In contrast to established methods a much lower amount of deuteration reagent is required. After evaporation of the solvent the deuteration grade can be determined via 1H-NMR spectroscopy and GC-MS. In some cases two deuteration steps were sufficient to achieve deuteration grades greater than 90%. However, in most cases a third step was required to reach high deuteration grades. Several electron-rich and electron-poor N-containing heteroarenes could be deuterated selectively in ortho- and/or meta-position to the nitrogen atom. Examples include indoles, azaindoles, deazapurines, benzimidazoles, quinolines, isoquinolines, pyridines and pyrazine. We could also demonstrate that this reaction can be used for tritiation reactions in principal.

Highly selective Ru<sup>0</sup>-catalyzed H-D exchange reactions on heteroarenes – proof of principle for a tritiation protocol

243rd National Meeting (2012)

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Highly selective Ru0-catalyzed H-D exchange reactions on heteroarenes – proof of principle for a tritiation protocol

Highly selective Ru⁰-catalyzed H-D exchange reactions on heteroarenes – proof of principle for a tritiation protocol