Oxidation of substituted 4-fluorobenzaldehydes: Application to the no-carrier-added syntheses of 4-[18F]fluoroguaiacol and 4-[18F]fluorocatechol
dc.contributor.author | Chakraborty, Pulak K. | en_US |
dc.contributor.author | Kilbourn, Michael R. | en_US |
dc.date.accessioned | 2006-04-10T14:55:38Z | |
dc.date.available | 2006-04-10T14:55:38Z | |
dc.date.issued | 1991 | en_US |
dc.identifier.citation | Chakraborty, Pulak K., Kilbourn, Michael R. (1991)."Oxidation of substituted 4-fluorobenzaldehydes: Application to the no-carrier-added syntheses of 4-[18F]fluoroguaiacol and 4-[18F]fluorocatechol." International Journal of Radiation Applications and Instrumentation. Part A. Applied Radiation and Isotopes 42(7): 673-681. <http://hdl.handle.net/2027.42/29638> | en_US |
dc.identifier.uri | http://www.sciencedirect.com/science/article/B6X3S-46Y3HRX-N7/2/b8655753d415c7f9418a407b57860aa2 | en_US |
dc.identifier.uri | https://hdl.handle.net/2027.42/29638 | |
dc.identifier.uri | http://www.ncbi.nlm.nih.gov/sites/entrez?cmd=retrieve&db=pubmed&list_uids=1663098&dopt=citation | en_US |
dc.description.abstract | The synthesis of 4-[18F]fluoroguaiacol (4-[18F]fluoro-2-methoxyphenol) has been achieved in no-carrier-added form starting from 2-methoxy-4-nitrobenzaldehyde, using nucleophilic aromatic substitution by [18F]fluoride followed by Baeyer-Villiger oxidation of the benzaldehyde to the phenol. Demethylation with boron tribromide gave 4-[18F]fluorocatechol (1,2-dihydroxy-4-[18F]fluorobenzene) with an overall yield of 18-28% (EOB) in less than 2 h synthesis time. The fluorine-18 labeled intermediates and products were identical to standards of 4-fluoroguaiacol and 4-fluorocatechol prepared by the same methods. This represents a new approach to the synthesis of fluorinated phenols in fluorine-19 and fluorine-18 forms. | en_US |
dc.format.extent | 932450 bytes | |
dc.format.extent | 3118 bytes | |
dc.format.mimetype | application/pdf | |
dc.format.mimetype | text/plain | |
dc.language.iso | en_US | |
dc.publisher | Elsevier | en_US |
dc.title | Oxidation of substituted 4-fluorobenzaldehydes: Application to the no-carrier-added syntheses of 4-[18F]fluoroguaiacol and 4-[18F]fluorocatechol | en_US |
dc.type | Article | en_US |
dc.rights.robots | IndexNoFollow | en_US |
dc.subject.hlbsecondlevel | Physics | en_US |
dc.subject.hlbsecondlevel | Nuclear Engineering and Radiological Sciences | en_US |
dc.subject.hlbtoplevel | Science | en_US |
dc.subject.hlbtoplevel | Engineering | en_US |
dc.description.peerreviewed | Peer Reviewed | en_US |
dc.contributor.affiliationum | Division of Nuclear Medicine, Department of Internal Medicine, University of Michigan, Ann Arbor, MI 48109, U.S.A. | en_US |
dc.contributor.affiliationum | Division of Nuclear Medicine, Department of Internal Medicine, University of Michigan, Ann Arbor, MI 48109, U.S.A. | en_US |
dc.identifier.pmid | 1663098 | en_US |
dc.description.bitstreamurl | http://deepblue.lib.umich.edu/bitstream/2027.42/29638/1/0000727.pdf | en_US |
dc.identifier.doi | http://dx.doi.org/10.1016/0883-2889(91)90039-4 | en_US |
dc.identifier.source | International Journal of Radiation Applications and Instrumentation. Part A. Applied Radiation and Isotopes | en_US |
dc.owningcollname | Interdisciplinary and Peer-Reviewed |
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