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A general C-labeling approach enabled by fluoride-mediated desilylation of organosilanes. | LitMetric

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Article Abstract

Carbon-11 (C) is one of the most ideal positron emitters for labeling bioactive molecules for molecular imaging studies. The lack of convenient and fast incorporation methods to introduce C into organic molecules often hampers the use of this radioisotope. Here, a fluoride-mediated desilylation (FMDS) C-labeling approach is reported. This method relies on thermodynamically favored Si-F bond formation to generate a carbanion, therefore enabling the highly efficient and speedy incorporation of [C]CO and [C]CHI into molecules with diversified structures. It provides facile and rapid access to C-labeled compounds with carbon-11 attached at various hybridized carbons as well as oxygen, sulfur and nitrogen atoms with broad functional group tolerance. The exemplified syntheses of several biologically and clinically important radiotracers illustrates the potentials of this methodology.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7142131PMC
http://dx.doi.org/10.1038/s41467-020-15556-7DOI Listing

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