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Palladium-mediated 11C-carbonylations using aryl halides and cyanamide

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Abstract

A robust and high-yielding radiochemical synthesis of 11C-N-cyanobenzamides using a palladium-mediated aminocarbonylation with 11C-CO, aryl halides and cyanamide is described. The bidentate ligand 1,1′-bis(diphenylphosphino)ferrocene provided 11C-N-cyanobenzamides from aryl-iodides, bromides, triflates and even chlorides in 28–79% radiochemical yield after semi-preparative HPLC. To further highlight the utility of this method, novel 11C-N-cyanobenzamide analogs of flufenamic acid, meflanamic acid, dazoxiben and tamibarotene were synthesized in 34–71% radiochemical yields.

Graphical abstract: Palladium-mediated 11C-carbonylations using aryl halides and cyanamide

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Publication details

The article was received on 02 May 2017, accepted on 12 May 2017 and first published on 12 May 2017


Article type: Paper
DOI: 10.1039/C7OB01064H
Citation: Org. Biomol. Chem., 2017, Advance Article
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    Palladium-mediated 11C-carbonylations using aryl halides and cyanamide

    P. Nordeman, S. Y. Chow, A. F. Odell, G. Antoni and L. R. Odell, Org. Biomol. Chem., 2017, Advance Article , DOI: 10.1039/C7OB01064H

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