Rapid and efficient desilylation and deuteration of alkynylpyridines

[Display omitted] We describe a rapid and efficient technique for the direct installation of deuterium atoms following the removal of trimethylsilyl groups from alkynylpyridines. Utilizing tetrabutylammonium fluoride in the presence of deuterium oxide, we observe up to 97% deuterium incorporation in...

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Bibliographic Details
Published in:Tetrahedron letters 2015-07, Vol.56 (28), p.4232-4233
Main Authors: Gelinas, Benjamin S., Jaye, Joseph A., Mattos, Gabriela R., Fort, Eric H.
Format: Article
Language:English
Subjects:
Alkynylpyridine
Desilylation
Deuteration
Isotopic labeling
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Summary:[Display omitted] We describe a rapid and efficient technique for the direct installation of deuterium atoms following the removal of trimethylsilyl groups from alkynylpyridines. Utilizing tetrabutylammonium fluoride in the presence of deuterium oxide, we observe up to 97% deuterium incorporation in as little as one minute of reaction time.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2015.05.063