Journal ArticleDOI
Fluorination of 2-substituted benzo[b]furans with Selectfluor™
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TLDR
An efficient protocol was developed to access 3-fluoro- 2-hydroxy-2-substituted benzo[b]furans with Selectfluor™ as the fluorinating reagent in MeCN and water by utilizing SOCl2/Py as the dehydrating agent.Abstract:
An efficient protocol was developed to access 3-fluoro-2-hydroxy-2-substituted benzo[b]furans with Selectfluor™ as the fluorinating reagent in MeCN and water. By utilizing SOCl2/Py as the dehydrating agent, the compounds above were readily converted to 3-fluorinated, 2-substituted benzo[b]furans in high yields.read more
Citations
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Fluorination methods in drug discovery
TL;DR: Diverse families of organic compounds such as (hetero)aromatic rings, and aliphatic substrates (sp(3), sp(2), and sp carbon atoms) will be studied in late-stage fluorination reaction strategies.
Journal ArticleDOI
Regioselective Fluorination of Imidazo[1,2-a]pyridines with Selectfluor in Aqueous Condition.
TL;DR: A regioselective synthesis of 3-fluorinated imidazo[1,2-a]pyridines using 1-chloromethyl-4-fluoro-1,4-diazoniabi cyclo(tetrafluoroborate) (Selectfluor) as the fluorinating reagent in aqueous condition gives monofluorinated product via electrophilic fluorinated process in moderate to good yields.
Journal ArticleDOI
NHC-Catalyzed Enantioselective Dearomatizing Hydroacylation of Benzofurans and Benzothiophenes for the Synthesis of Spirocycles
Daniel Janssen-Müller,Mirco Fleige,Danny Schlüns,Marco Wollenburg,Constantin G. Daniliuc,Johannes Neugebauer,Frank Glorius +6 more
TL;DR: In this article, a 5-exo-trig cyclization of easily accessible heteroarenes by NHC-catalyzed hydroacylation gives access to a simple class of mainly unexplored spirocycles with up to 99% enantiomeric excess.
Journal ArticleDOI
Zinc-Mediated Decarboxylative Alkylation of Gem-difluoroalkenes
TL;DR: An efficient and mild zinc-mediated decarboxylative alkylation of gem-difluoroalkenes with N-hydroxyphthalimide (NHP) esters, to give monofluoroalksenes in moderate to excellent yields with high Z-selectivity is reported.
Journal ArticleDOI
Aroyl Fluorides as Bifunctional Reagents for Dearomatizing Fluoroaroylation of Benzofurans
TL;DR: The reaction that occurs by cooperative NHC/photoredox catalysis provides 3-aroyl-2-fluoro-2,3-dihydrobenzofurans with moderate to good yield and high diastereoselectivity and the redox-neutral transformation exhibits broad substrate scope and high functional group compatibility.
References
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TL;DR: Introduced to the Market in the Last Decade (2001−2011) Jiang Wang,† María Sańchez-Rosello,́‡,§ Jose ́ Luis Aceña, Carlos del Pozo,‡ and Hong Liu.
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Understanding organofluorine chemistry. An introduction to the C–F bond
TL;DR: Fundamental aspects of the C-F bond are explored to rationalise the geometry, conformation and reactivity of individual organofluorine compounds.
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The Unique Role of Fluorine in the Design of Active Ingredients for Modern Crop Protection
TL;DR: The complex structure–activity relationships associated with biologically active molecules mean that the introduction of fluorine can lead to either an increase or a decrease in the efficacy of a compound depending on its changed mode of action, physicochemical properties, target interaction, or metabolic susceptibility and transformation.