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Abstract
The application of iridium(I) NHC/phosphine catalysts has delivered highly selective deuteration of indole, azaindole, and pyrrole N-heterocycles, which represent an important and relatively underexplored class of labeling substrates. Common N-protecting groups have been used to selectively direct C–H activation, and can be removed under mild conditions with retention of the deuterium label. The method is exemplified by the labeling of drug molecule Sumatriptan. Complementary DFT studies have been conducted to facilitate the rationalization of the very good selectivity offered by the mild and convenient labeling process.
Original language | English |
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Pages (from-to) | 7182–7186 |
Number of pages | 5 |
Journal | ACS Catalysis |
Volume | 7 |
Issue number | 10 |
Early online date | 11 Sept 2017 |
DOIs | |
Publication status | Published - 6 Oct 2017 |
Keywords
- iridium
- catalysis
- indoles
- isotope labeling
- C-H activation
- heterocycles
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Projects
- 1 Finished
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Industrial Case Account 2013 | Owens, Philippa Kate
Kerr, W., Tomkinson, N. & Owens, P. K.
EPSRC (Engineering and Physical Sciences Research Council)
1/11/13 → 26/01/18
Project: Research Studentship Case - Internally allocated