87405-83-2Relevant academic research and scientific papers
A general and practical Ni-catalyzed C-H perfluoroalkylation of (hetero)arenes
Zhang, Shaoke,Rotta-Loria, Nicolas,Weniger, Florian,Rabeah, Jabor,Neumann, Helfried,Taeschler, Christoph,Beller, Matthias
supporting information, p. 6723 - 6726 (2019/06/17)
A direct perfluoroalkylation of (hetero)arenes using the air- and moisture-stable complex (dppf)Ni(o-tol)Cl was developed (23 examples). The novel procedure allows for the synthesis of various fluorinated products and tolerates sensitive functional groups including aldehydes, free amino groups and several heterocycles.
Heterogeneous platinum-catalyzed C-H perfluoroalkylation of arenes and heteroarenes
He, Lin,Natte, Kishore,Rabeah, Jabor,Taeschler, Christoph,Neumann, Helfried,Brückner, Angelika,Beller, Matthias
supporting information, p. 4320 - 4324 (2015/04/14)
Fluorinated organic compounds are gaining increasing interest for life science applications. The replacement of hydrogen in arenes or heteroarenes by a perfluoroalkyl group has a profound influence on the physical and biological properties of such building blocks. Here, an operationally simple protocol for the direct C-H perfluoroalkylation of (hetero)arenes with RfI or RfBr has been developed, using a robust supported platinum catalyst. The ready availability of the starting materials, the excellent substrate tolerance, and the reusability of the catalyst make this method attractive for the synthesis of a variety of perfluoroalkyl-substituted aromatic compounds. Preliminary mechanistic studies revealed the formation of radicals to be crucial in the reaction system.
COMPOUNDS AND PROCESSES FOR PRODUCTION OF RADIOPHARMACEUTICALS
-
Page/Page column 23, (2010/04/03)
The present invention relates to novel perfluorinated precursors for the production of F- 18 labeled radiotracers for Positron Emission Tomography (PET) and processes for radiolabeling and purification using these precursors. The invention also comprises radiopharmaceutical kits using these precursors and processes.
Use of perfluoro groups in nucleophilic 18F-fluorination
Blom, Elisabeth,Karimi, Farhad,Langstroem, Bengt
experimental part, p. 24 - 30 (2010/04/24)
Substrates with leaving groups that contained perfluoro moieties were investigated in labelling chemistry in order to exploit their properties to improve reactivity and purification. [18F](Fluoromethyl)benzene was used as the model target compound. Precursors containing perfluoroalkyl and perfluoroaryl sulfonate moieties were subjected to nucleophilic 18F-fluorination, and the impact of perfluoro groups on the substitution reaction and product purification was investigated. [ 18F]Fluoride interacted with perfluoroalkyl chains, precluding nucleophilic substitution. When perfluoroaryl groups were used, the substitution proceeded, and the separation of product was explored. The radiolabelled product was obtained in 32% analytical yield and the radiochemical purity was increased to approximately 77% using fluorous solid phase extraction purification. Copyright
Fluorous synthesis of yuehchukene by α-lithiation of perfluoroalkyl-tagged 1-(arylsulfonyl)indole with mesityllithium
Naka, Hiroshi,Akagi, Yusuke,Yamada, Kyoko,Imahori, Tatsushi,Kasahara, Takahiro,Kondo, Yoshinori
, p. 4635 - 4637 (2008/03/12)
Lithiation chemistry has not been well explored in fluorous synthesis because of the lack of appropriate base-resistant fluorous tags; we recently developed a perfluoroalkylated arylsulfonyl tag for the protection of the indole ring nitrogen atom. Mesityl
Fluorous-tagged indolylboron for the diversity-oriented synthesis of biologically-attractive bisindole derivatives
Kasahara, Takahiro,Kondo, Yoshinori
, p. 891 - 893 (2008/02/08)
The diversity-oriented synthesis of bisindole derivatives to construct concise libraries using consecutive cross-coupling reactions and prepare new sulfonamide type fluorous protecting groups is presented. The Royal Society of Chemistry 2006.
Perfluorooctylation of aromatic compounds with perfluoroazooctane upon 185 nm irradiation in a two-phase system
Nakamura, Takako,Koga, Yoshinori
, p. 659 - 662 (2007/10/03)
An efficient method for the preparation of perfluorooctylated aromatic and heteroaromatic compounds has been developed using photolysis of perfluoroazooctane (E)-1 upon 185 nm irradiation. The use of a two-phase system made up of a perfluorohexane solution of (E)-1 and a suitable aromatic compound has proved efficient for this reaction. The photolytic mechanism of (E)-1 upon 185 nm irradiation has also been investigated on the basis of quantum yield, light intensity dependence and UV-VIS spectra. It is shown that (E)-1 is photoisomerized by one photon absorption to the (Z)-isomer, with subsequent extrusion of nitrogen by a second photon absorption.
Perfluoroalkylation of Benzene by 185 nm Photolysis of Perfluoroazooctane
Nakamura, Takako,Yabe, Akira
, p. 1573 - 1576 (2007/10/02)
Perfluoroazooctane was photolyzed in benzene upon low pressure Hg lamp irradiation to generate perfluorooctyl radicals, which reacted with an excess of benzene to afford perfluorooctylbenzene.The investigation on the wavelength and light intensity dependence revealed that this photolysis proceeded effectively upon 185 nm irradiation by two photon absorption.
PERFLUOROALKYLBENZENESULFONYL CHLORIDES, PERFLUOROAKYLNAPHTHALENESULFONYL CHLORIDES, AND THEIR METAL SALTS
Paciorek, K. J. L.,Kratzer, R. H.,Nakahara, J. H.,Atkins, H. M.
, p. 355 - 368 (2007/10/02)
Meta-perfluoro-n-alkylbenzenesulfonyl chlorides and 1-perfluoro-n-alkylnaphthalene-5-sulfonyl chlorides were synthesized from the corresponding perfluoroalkylaromatics in good yield by the action of chlorosulfonic acid.From the acid chlorides, salts (RSO3M, where M = Li, K, Ba, Zn and Al) were prepared and their TGA curves obtained.With the exception of the aluminum salts, the materials were stable to at least 350 deg C.All salts were essentially insoluble in Cl(CFClCF2)3-4Cl.
