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From [11C]CO2 to [11C]amides: a rapid one-pot synthesis via the Mitsunobu reaction.


ABSTRACT: A novel amide synthesis methodology is described using amines, CO2 and Grignard reagents and Mitsunobu reagents. The method was applied to carbon-11 radiochemistry to label amides using cyclotron-produced [11C]CO2. The synthetic utility of the one-pot labelling methodology was demonstrated by producing [11C]melatonin. The incorporation of [11C]CO2 into [11C]melatonin was 36% - determined by radioHPLC 2 min post [11C]CO2 delivery.

SUBMITTER: Bongarzone S 

PROVIDER: S-EPMC5708528 | biostudies-other | 2017 May

REPOSITORIES: biostudies-other

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From [<sup>11</sup>C]CO<sub>2</sub> to [<sup>11</sup>C]amides: a rapid one-pot synthesis via the Mitsunobu reaction.

Bongarzone S S   Runser A A   Taddei C C   Dheere A K Haji AKH   Gee A D AD  

Chemical communications (Cambridge, England) 20170501 38


A novel amide synthesis methodology is described using amines, CO<sub>2</sub> and Grignard reagents and Mitsunobu reagents. The method was applied to carbon-11 radiochemistry to label amides using cyclotron-produced [<sup>11</sup>C]CO<sub>2</sub>. The synthetic utility of the one-pot labelling methodology was demonstrated by producing [<sup>11</sup>C]melatonin. The incorporation of [<sup>11</sup>C]CO<sub>2</sub> into [<sup>11</sup>C]melatonin was 36% - determined by radioHPLC 2 min post [<sup>11  ...[more]

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