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Issue 44, 2013
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One-pot sequential reactions for the synthesis of versatile 11C-labeled olefin frameworks

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Abstract

A simple and efficient methodology to construct 11C-labeled olefins (5) was developed. The method involves two different C–C bond-forming reactions: 11C-methylation of a phosphonate (2) using [11C]methyl iodide (1) and subsequent HWE reaction of 11C-methylated phosphonate (3) with aldehydes (4). Tetrabutylammonium fluoride promoted both C–C bond-forming reactions efficiently as a base. This sequential reaction was conducted in one pot. A wide variety of α-[11C]methyl-α,β-unsaturated compounds were prepared by changing the substituents on the phosphonate and the aldehyde.

Graphical abstract: One-pot sequential reactions for the synthesis of versatile 11C-labeled olefin frameworks

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Publication details

The article was received on 15 Jul 2013, accepted on 06 Sep 2013 and first published on 09 Sep 2013


Article type: Communication
DOI: 10.1039/C3RA43636E
Citation: RSC Adv., 2013,3, 21275-21279

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    One-pot sequential reactions for the synthesis of versatile 11C-labeled olefin frameworks

    M. Takashima, K. Kato, M. Ogawa and Y. Magata, RSC Adv., 2013, 3, 21275
    DOI: 10.1039/C3RA43636E

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