Virtually Instantaneous, Room-Temperature [[superscript 11]C]-Cyanation Using Biaryl Phosphine Pd(0) Complexes
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Buchwald_Virtually instantaneous.pdf
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1.25 MB
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Author(s)
Placzek, Michael S.
Hooker, Jacob M.
Lee, Hong Geun
Milner, Phillip John
Buchwald, Stephen Leffler
Alternative Title
Virtually Instantaneous, Room-Temperature [11C]-Cyanation Using Biaryl Phosphine Pd(0) Complexes
Date Issued
January 2015
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Citation
Lee, Hong Geun, Phillip J. Milner, Michael S. Placzek, Stephen L. Buchwald, and Jacob M. Hooker. "Virtually Instantaneous, Room-Temperature [11C]-Cyanation Using Biaryl Phosphine Pd(0) Complexes" Journal of the American Chemical Society 137 (2), 2015, pp 648-651.
Version
Author's final manuscript
Abstract
A new radiosynthetic protocol for the preparation of [[superscript 11]C]aryl nitriles has been developed. This process is based on the direct reaction of in situ prepared L·Pd(Ar)X complexes (L = biaryl phosphine) with [[superscript 11]C]HCN. The strategy is operationally simple, exhibits a remarkably wide substrate scope with short reaction times, and demonstrates superior reactivity compared to previously reported systems. With this procedure, a variety of [[superscript 11]C]nitrile-containing pharmaceuticals were prepared with high radiochemical efficiency.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/ja512115s
