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Recent highlights in electrophilic fluorination with 1-chloromethyl-4-fluoro- 1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate).
Singh RP, Shreeve JM. Singh RP, et al. Acc Chem Res. 2004 Jan;37(1):31-44. doi: 10.1021/ar030043v. Acc Chem Res. 2004. PMID: 14730992
While a variety of electrophilic fluorinating reagents are available, currently 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor) provides a rema …
While a variety of electrophilic fluorinating reagents are available, currently 1-chloromethyl-4-fluoro-1
Synthesis of 3-amino-4-fluoropyrazoles.
Surmont R, Verniest G, De Schrijver M, Thuring JW, ten Holte P, Deroose F, De Kimpe N. Surmont R, et al. J Org Chem. 2011 May 20;76(10):4105-11. doi: 10.1021/jo2000989. Epub 2011 Apr 29. J Org Chem. 2011. PMID: 21500813
The developed synthetic strategy for new 3-amino-4-fluoropyrazoles consists of a monofluorination of beta-methylthio-beta-enaminoketones using 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane
The developed synthetic strategy for new 3-amino-4-fluoropyrazoles consists of a monofluorination of beta-methylthio-beta-enaminoketones usi …
Recent Advances in Electrochemical Systems for Selective Fluorination of Organic Compounds.
Fuchigami T, Inagi S. Fuchigami T, et al. Acc Chem Res. 2020 Feb 18;53(2):322-334. doi: 10.1021/acs.accounts.9b00520. Epub 2020 Feb 4. Acc Chem Res. 2020. PMID: 32017527
Thus, various electrophilic fluorination reagents such as XeF(2), (PhSO(2))(2)NF (NFSI), Et(2)NSF(3) (DAST), (MeOCH(2)CH(2))(2)NSF(3) (Deoxofluor), 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane
Thus, various electrophilic fluorination reagents such as XeF(2), (PhSO(2))(2)NF (NFSI), Et(2)NSF(3) (DAST), (MeOCH(2)CH(2))(2)NSF(3) (Deoxo …
Recent Advances in the Application of Selectfluor as a "Fluorine-free" Functional Reagent in Organic Synthesis.
Yang K, Song M, Ali AIM, Mudassir SM, Ge H. Yang K, et al. Chem Asian J. 2020 Mar 16;15(6):729-741. doi: 10.1002/asia.202000011. Epub 2020 Mar 2. Chem Asian J. 2020. PMID: 32068956 Review.
Selectfluor, [1-chloromethyl-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate)], is not only an important electrophilic fluorinating agent but also a facile and efficient "f …
Selectfluor, [1-chloromethyl-4-fluoro-1,4-diazoniabicyclo-[2.2.2]oc
Recent Advances in the Application of Selectfluor™ F-TEDA-BF4 as a Versatile Mediator or Catalyst in Organic Synthesis.
Stavber S. Stavber S. Molecules. 2011 Jul 29;16(8):6432-64. doi: 10.3390/molecules16086432. Molecules. 2011. PMID: 25134763 Free PMC article. Review.
Selectfluor F-TEDA-BF4 (1-chloromethyl-4-fluoro-1,4-diazoniabicyclo [2.2.2]octane bis(tetrafluoroborate) is not only one of the most efficient and popular reagents for electrophilic fluorin …
Selectfluor F-TEDA-BF4 (1-chloromethyl-4-fluoro-1,4-diazoniabicyclo [2.2.2
Organo-palladium(II) complexes bearing unsymmetrical N,N,N-pincer ligands: synthesis, structures and oxidatively induced coupling reactions.
Wright LA, Hope EG, Solan GA, Cross WB, Singh K. Wright LA, et al. Dalton Trans. 2015 Apr 28;44(16):7230-41. doi: 10.1039/c5dt00216h. Dalton Trans. 2015. PMID: 25789841 Free article.
The phenyl-containing complexes, [{2-(C6H4-2'-NH)-6-(CMe=NAr)C5H3N}PdPh] (Ar = 4-i-PrC6H4 (3a), 2,6-i-Pr2C6H3 (3b)), can be obtained by treating HL1 with (PPh3)2PdPh(Br) in the presence of NaH or with regard to 3a, by the salt elimination reaction of 2a with phenyllithium. Reacti …
The phenyl-containing complexes, [{2-(C6H4-2'-NH)-6-(CMe=NAr)C5H3N}PdPh] (Ar = 4-i-PrC6H4 (3a), 2,6-i-Pr2C6H3 (3b)), can be obtained by trea …
The role of geometry on regioselectivity and rate of fluorination of fluorene and diphenylmethane with Selectfluor F-TEDA-BF4.
Iskra J, Zupan M, Stavber S. Iskra J, et al. Org Biomol Chem. 2003 May 7;1(9):1528-31. doi: 10.1039/b301652h. Org Biomol Chem. 2003. PMID: 12926283
Diphenylmethane and fluorene were used as target molecules in an investigation of the effect of the geometry of aromatic molecules on the regioselectivity and rate of fluorination with 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[ …
Diphenylmethane and fluorene were used as target molecules in an investigation of the effect of the geometry of aromatic molecules on the re …
Gold-Catalyzed Fluorination-Hydration: Synthesis of α-Fluorobenzofuranones from 2-Alkynylphenol Derivatives.
Wang Q, Jiang Y, Sun R, Tang XY, Shi M. Wang Q, et al. Chemistry. 2016 Oct 4;22(41):14739-45. doi: 10.1002/chem.201602545. Epub 2016 Aug 19. Chemistry. 2016. PMID: 27539958
The Au(I) -catalyzed fluorination-hydration of 2-alkynylphenol derivatives in the presence of Selectfluor [1-chloromethyl-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate)] …
The Au(I) -catalyzed fluorination-hydration of 2-alkynylphenol derivatives in the presence of Selectfluor [1-chloromethyl-4
Selective and effective fluorination of organic compounds in water using Selectfluor F-TEDA-BF4.
Stavber G, Zupan M, Jereb M, Stavber S. Stavber G, et al. Org Lett. 2004 Dec 23;6(26):4973-6. doi: 10.1021/ol047867c. Org Lett. 2004. PMID: 15606113
[reaction: see text] Selective and effective fluorination of various types of organic compounds performed in water as the reaction medium using 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane
[reaction: see text] Selective and effective fluorination of various types of organic compounds performed in water as the reaction medium us …
Development of the titanium-TADDOLate-catalyzed asymmetric fluorination of β-ketoesters.
Hintermann L, Perseghini M, Togni A. Hintermann L, et al. Beilstein J Org Chem. 2011;7:1421-35. doi: 10.3762/bjoc.7.166. Epub 2011 Oct 17. Beilstein J Org Chem. 2011. PMID: 22043253 Free PMC article.
Asymmetric catalysis with TADDOLato-titanium(IV) dichloride (TADDOL = alpha,alpha,alpha',alpha'-tetraaryl-(1,3-dioxolane-4,5-diyl)-dimethanol) Lewis acids produces enantiomerically enriched alpha-fluorinated beta-ketoesters in up to 91% enantiomeric excess, with either F-TEDA ( …
Asymmetric catalysis with TADDOLato-titanium(IV) dichloride (TADDOL = alpha,alpha,alpha',alpha'-tetraaryl-(1,3-dioxolane-4,5-diyl)-dimethano …
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