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Org Lett. 2018 Mar 16;20(6):1530-1533. doi: 10.1021/acs.orglett.8b00242. Epub 2018 Feb 27.

Copper(II)-Mediated [11C]Cyanation of Arylboronic Acids and Arylstannanes.

Author information

1
Department of Chemistry , University of Michigan , 930 North University Avenue , Ann Arbor , Michigan 48109 , United States.
2
Department of Radiology , University of Michigan Medical School , 1301 Catherine Street , Ann Arbor , Michigan 48109 , United States.
3
Center of Drug Discovery, State Key Laboratory of Natural Medicines , China Pharmaceutical University , Nanjing 211198 , P.R. China.

Abstract

A copper-mediated method for the transformation of diverse arylboron compounds and arylstannanes to aryl-[11C]-nitriles is reported. This method is operationally simple, uses commercially available reagents, and is compatible with a wide variety of substituted aryl- and heteroaryl substrates. This method is applied to the automated synthesis of high specific activity [11C]perampanel in 10% nondecay-corrected radiochemical yield (RCY).

PMID:
29484880
PMCID:
PMC5892454
DOI:
10.1021/acs.orglett.8b00242
[Indexed for MEDLINE]
Free PMC Article

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