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Issue 24, 2013
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Pd0-mediated rapid coupling of methyl iodide with excess amounts of benzyl- and cinnamylboronic acid esters: efficient method for incorporation of positron-emitting 11C radionuclide into organic frameworks by coupling between two sp3-hybridized carbons

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Abstract

Pd0-mediated rapid cross coupling between sp3-hybridized carbons of CH3I and benzyl- or cinnamylboronic acid esters using [Pd{P(tert-C4H9)3}2]/CsF in DMF/H2O gave the corresponding methylated compounds in high yield. The utility was well demonstrated for the synthesis of short-lived PET tracer, N-(4-[11C]ethylphenyl)propionamide, in 90 ± 1% radio-HPLC analytical yield and 49 ± 3% radiochemical yield.

Graphical abstract: Pd0-mediated rapid coupling of methyl iodide with excess amounts of benzyl- and cinnamylboronic acid esters: efficient method for incorporation of positron-emitting 11C radionuclide into organic frameworks by coupling between two sp3-hybridized carbons

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Publication details

The article was received on 18 Feb 2013, accepted on 28 Mar 2013 and first published on 13 May 2013


Article type: Paper
DOI: 10.1039/C3RA40815A
Citation: RSC Adv., 2013,3, 9391-9401

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    Pd0-mediated rapid coupling of methyl iodide with excess amounts of benzyl- and cinnamylboronic acid esters: efficient method for incorporation of positron-emitting 11C radionuclide into organic frameworks by coupling between two sp3-hybridized carbons

    H. Koyama, Z. Zhang, R. Ijuin, Siqin, J. Son, Y. Hatta, M. Ohta, M. Wakao, T. Hosoya, H. Doi and M. Suzuki, RSC Adv., 2013, 3, 9391
    DOI: 10.1039/C3RA40815A

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