2014
DOI: 10.1039/c4ob01641f
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An efficient continuous flow approach to furnish furan-based biaryls

Abstract: Suzuki cross-couplings of 5-formyl-2-furanylboronic acid with activated or neutral aryl bromides were performed under continuous flow conditions in the presence of (Bu)4N(+)F(-) and the immobilised t-butyl based palladium catalyst CatCart™ FC1032™. Deactivated aryl bromides and activated aryl chlorides were cross-coupled with 5-formyl-2-furanylboronic in the presence of (Bu)4N(+)OAc(-) using the bis-triphenylphosphine CatCart™ PdCl2(PPh3)2-DVB. Initial evidence indicates the latter method may serve as a univer… Show more

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Cited by 23 publications
(20 citation statements)
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“…However, here all D aldehydes were synthesized following the procedure for compound D 1 , and their identity was confirmed by 1H NMR (1H NMR spectra are given for those analogues where a 1 H NMR spectrum was not reported in the literature, that is, D 2,3,6,9 ). Compound D 8 (Trinh et al, 2014). Compound D 7 (Mitsch et al, 2004).…”
Section: Methodsmentioning
confidence: 99%
“…However, here all D aldehydes were synthesized following the procedure for compound D 1 , and their identity was confirmed by 1H NMR (1H NMR spectra are given for those analogues where a 1 H NMR spectrum was not reported in the literature, that is, D 2,3,6,9 ). Compound D 8 (Trinh et al, 2014). Compound D 7 (Mitsch et al, 2004).…”
Section: Methodsmentioning
confidence: 99%
“…An efficient approach was reported for the production of furan-based biaryls [116]. A mixture of aryl halide, boronic acid derivative and TBAF in methanol (0.37 M) was injected through an X-cube fitted with a FC1032 catalyst at flow rate of 0.5 mL min −1 at 120 • C for 2 h (Scheme 24).…”
Section: Scheme 12mentioning
confidence: 99%
“…Over to catalyst cycles, the furan derivatives were obtained in good yields (82-92%) using FC1032 catalyst as t-butyl based palladium polymer (Figure 7) [116].…”
Section: Scheme 12mentioning
confidence: 99%
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“…These catalysts activate hydrogen in three different ways, namely via oxidative addition, hydrogenolysis or heterolytic cleavage. 2,3,20,21 The encapsulation of catalysts reduces potential contact with pyrophoric or toxic catalysts which is particularly advantageous for RANEY® nickel and palladium. Homogenous organometallic catalysts, such as Rh-, Ru-and Ircomplexes, occupy the same phase as the reagent offering greater catalyst reactant contact but often prove difficult to partition from a reaction mixture and difficult to recycle.…”
Section: Introductionmentioning
confidence: 99%