16205-32-6Relevant academic research and scientific papers
Preparation of o-Fluorophenols from Nonaromatic Precursors: Mechanistic Considerations for Adaptation to Fluorine-18 Radiolabeling
Yasui, Norio,Mayne, Christopher G.,Katzenellenbogen, John A.
supporting information, p. 5540 - 5543 (2015/12/01)
The preparation of fluorine-18 labeled o-fluorophenols at high specific activity is challenging and requires use of [18F]fluoride ion as the radioisotope source. As a novel, alternative approach, we found that treatment of α-diazocyclohexenones with Selectfluor and Et3N·3HF followed by HF elimination and tautomerization afforded o-fluorophenols regioselectively and rapidly. To adapt this chemistry to 18F radiolabeling, using bromine electrophiles in place of Selectfluor gave the o-fluorophenol via an α-bromo-α-fluoroketone intermediate in lower but still reasonable yields.
Fluorination of steroid estrogens with Selectfluor??: Elucidation of regio- and stereoselectivity
Bogautdinov, Roman P.,Fidarov, Alan F.,Morozkina, Svetlana N.,Zolotarev, Andrei A.,Starova, Galina L.,Selivanov, Stanislav I.,Shavva, Alexander G.
, p. 218 - 222 (2015/03/05)
Two steroid estrogens, natural estradiol and 8?±-estradiol, were fluorinated using Selectfluor?? in ionic liquid. Unexpectedly, mostly products of fluorination at position C-10 were isolated instead of corresponding fluorophenols, as it was reported previ
Fluorination of activated aromatic systems with Selectfluor F-TEDA-BF4 in ionic liquids
Heravi, Mohammad Reza Poor
, p. 217 - 221 (2008/09/17)
Selectfluor was shown to be soluble in ionic liquid, thus allowing the 'green' electrophilic fluorination of activated aromatic systems compounds in high chemoselectivity and yields.
Efficient regioselective a-ring functionalization of oestrogens
Bulman Page, Philip C.,Hussain, Fazal,Maggs Paul Morgan, James L.,Kevin Park
, p. 2059 - 2068 (2007/10/02)
Complete series of 2-halo- and 2-cyano-oestrogens have been prepared in good to high yields: 2-chloro, 2-bromo, 2-iodo, and 2-cyano derivatives via oestrogen-thallium (III) bis(trifluoroacetate) intermediates, and 2- and 4- fluorooestrogens by direct functionalization using N-fluoropyridinium triflate.
Direct Fluorination of Biologically Interesting Compounds Using N-Fluoro-3,5-Dichloropyridinium Triflate
Hebel, David,Kirk, Kenneth L.
, p. 179 - 183 (2007/10/02)
N-fluoro-3,5-dichloropyridinium triflate was used for the direct fluorination of biologically important aromatic compounds.
Method of preparing 2-fluoro-17β-estradiol
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, (2008/06/13)
2-Fluoro-17β-estradiol is synthesized by mercurating a 17β-estradiol diacylate or dietherate at C-2, replacing the mercury group with fluorine and then cleaving the acyl or ether protecting groups.
