Rhodium-Catalyzed Addition of Organozinc Iodides to Carbon-11 Isocyanates

Title: Rhodium-Catalyzed Addition of Organozinc Iodides to Carbon-11 Isocyanates
Authors: Mair, Braeden A
Fouad, Moustafa H
Ismailani, Uzair S
Munch, Maxime
Rotstein, Benjamin H
Date: 2020
Abstract: Amides were prepared using rhodium-catalyzed coupling of organozinc iodides and carbon-11 (11C, t1/2 = 20.4 min) isocyanates. Nonradioactive isocyanates and sp3 or sp2 organozinc iodides generated amides in yields of 13%-87%. Incorporation of cyclotron-produced [11C]CO2 into 11C-amide products proceeded in yields of 5%-99%. The synthetic utility of the methodology was demonstrated through the isolation of [11C]N-(4-fluorophenyl)-4-methoxybenzamide ([11C]6g) with a molar activity of 267 GBq μmol-1 and 12% radiochemical yield in 21 min from the beginning of synthesis.
URL: https://pubs.acs.org/doi/10.1021/acs.orglett.0c00729
DOI: 10.1021/acs.orglett.0c00729
CollectionBiochimie, microbiologie et immunologie // Biochemistry, Microbiology and Immunology
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