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Palladium-mediated C-11-carbonylations using aryl halides and cyanamide
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Preclinical PET-MRI Platform.
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.ORCID iD: 0000-0002-3600-0497
Univ Leeds, St James Univ Hosp, England.
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Preclinical PET-MRI Platform.
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2017 (English)In: Organic and biomolecular chemistry, ISSN 1477-0520, E-ISSN 1477-0539, Vol. 15, no 22, p. 4875-4881Article in journal (Refereed) Published
Abstract [en]

A robust and high-yielding radiochemical synthesis of C-11-N-cyanobenzamides using a palladium-mediated aminocarbonylation with C-11-CO, aryl halides and cyanamide is described. The bidentate ligand 1,1'-bis(diphenylphosphino)ferrocene provided C-11-N-cyanobenzamides from aryl-iodides, bromides, triflates and even chlorides in 28-79% radiochemical yield after semi-preparative HPLC. To further highlight the utility of this method, novel C-11-N-cyanobenzamide analogs of flufenamic acid, meflanamic acid, dazoxiben and tamibarotene were synthesized in 34-71% radiochemical yields.

Place, publisher, year, edition, pages
2017. Vol. 15, no 22, p. 4875-4881
National Category
Medicinal Chemistry
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URN: urn:nbn:se:uu:diva-327370DOI: 10.1039/c7ob01064hISI: 000403005500018PubMedID: 28537303OAI: oai:DiVA.org:uu-327370DiVA, id: diva2:1131113
Available from: 2017-08-11 Created: 2017-08-11 Last updated: 2018-01-13Bibliographically approved

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Nordeman, PatrikChow, Shiao Y.Antoni, GunnarOdell, Luke R.

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