Universität zu Köln

Zischler, Johannes ORCID: 0000-0003-3996-7473, Kolks, Niklas, Modemann, Daniel, Neumaier, Bernd ORCID: 0000-0001-5425-3116 and Zlatopolskiy, Boris D. (2017). Alcohol-Enhanced Cu-Mediated Radiofluorination. Chem.-Eur. J., 23 (14). S. 3251 - 3257. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1521-3765

Full text not available from this repository.

Abstract

The potential of many 18F-labeled (hetero) aromatics for applications in positron emission tomography remains underexplored because convenient procedures for their radiosynthesis are lacking. Consequently, simple methods to prepare radiofluorinated (hetero) arenes are highly sought after. Herein, we report the beneficial effect of primary and secondary alcohols on Cu-mediated F-18-labeling. This observation contradicts the assumption that such alcohols are inappropriate solvents for aromatic fluorination. Therefore, we developed a protocol for rapid radiolabeling of an extraordinarily broad scope of boronic and stannyl substrates under general reaction conditions. Notably, radiofluorinated indoles, phenols, and anilines were synthesized directly from the corresponding unprotected precursors. Furthermore, the novel method enabled the preparation of radiofluorinated tryptophans, [F-18] F-DPA, [F-18] DAA1106, 6-[F-18] FDA, and 6-[F-18] FDOPA.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Zischler, Johannes UNSPECIFIED orcid.org/0000-0003-3996-7473 UNSPECIFIED Kolks, Niklas UNSPECIFIED UNSPECIFIED UNSPECIFIED Modemann, Daniel UNSPECIFIED UNSPECIFIED UNSPECIFIED Neumaier, Bernd UNSPECIFIED orcid.org/0000-0001-5425-3116 UNSPECIFIED Zlatopolskiy, Boris D. UNSPECIFIED UNSPECIFIED UNSPECIFIED
URN:	urn:nbn:de:hbz:38-238854
DOI:	10.1002/chem.201604633
Journal or Publication Title:	Chem.-Eur. J.
Volume:	23
Number:	14
Page Range:	S. 3251 - 3257
Date:	2017
Publisher:	WILEY-V C H VERLAG GMBH
Place of Publication:	WEINHEIM
ISSN:	1521-3765
Language:	English
Faculty:	Unspecified
Divisions:	Unspecified
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language POSITRON-EMISSION-TOMOGRAPHY; L-TRYPTOPHAN; OXIDATIVE FLUORINATION; LATE-STAGE; COPPER; PET; TARGET; TSPO; METABOLISM; DIAGNOSIS Multiple languages Chemistry, Multidisciplinary Multiple languages
Refereed:	Yes
URI:	http://kups.ub.uni-koeln.de/id/eprint/23885