Cu-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition of N-2,2,2-Trifluoroethylisatin Ketimines Enables the Desymmetrization of N-Arylmaleimides: Access to Enantioenriched F3C-Containing Octahydropyrrolo[3,4-c]pyrroles.
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DOI: 10.1021/acs.orglett.2c01510
Abstract: With a Cu(OTf)2/chiral ferrocenyl P,N-ligand complex as a catalyst, the enantioselective desymmetrization of N-arylmaleimides was successfully realized by taking advantage of the asymmetric 1,3-dipolar cycloaddition reaction of N-2,2,2-trifluoroethylisatin ketimines. A series of structurally diverse F3C-containing… read more here.
Keywords: dipolar cycloaddition; asymmetric dipolar; containing octahydropyrrolo; trifluoroethylisatin ketimines ... See more keywords
Copper-Catalyzed Umpolung of N-2,2,2-Trifluoroethylisatin Ketimines for the Enantioselective 1,3-Dipolar Cycloaddition with Benzo[b]thiophene Sulfones.
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DOI: 10.1021/acs.orglett.2c01716
Abstract: A copper-catalyzed umpolung of N-2,2,2-trifluoroethylisatin ketimines for the enantioselective 1,3-dipolar cycloaddition with benzo[b]thiophene sulfones was developed. Using a catalyst system consisting of an (S,Sp)-tBu-Phosferrox ligand, Cu(OTf)2, and Cs2CO3, a range of pentacyclic spirooxindoles containing pyrrolidine… read more here.
Keywords: ketimines enantioselective; trifluoroethylisatin ketimines; catalyzed umpolung; umpolung trifluoroethylisatin ... See more keywords
DABCO-promoted highly diastereo- and regioselective construction of C-3 functionalized spirooxindoles via [3 + 2] cycloaddition of 2-aryl/heteroarylidene-1H-indene-1,3(2H)-diones with N-2,2,2-trifluoroethylisatin ketimines at ambient conditions
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DOI: 10.1039/d2ra07141j
Abstract: The application of 2-aryl/heteroarylidene-1H-indene-1,3(2H)-dione as an activated olefin source in the DABCO-catalyzed [3 + 2] cycloaddition with N-2,2,2-trifluoroethylisatin ketimines has been disclosed. This highly efficient 1,3-dipolar cycloaddition reaction offered a variety of trifluoro methyl group… read more here.
Keywords: aryl heteroarylidene; trifluoroethylisatin ketimines; heteroarylidene indene; dabco promoted ... See more keywords
Stereoselective synthesis of CF3-containing spirocyclic-oxindoles using N-2,2,2-trifluoroethylisatin ketimines: an update
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DOI: 10.1039/d3ra00017f
Abstract: The introduction of fluorine-containing groups into organic molecules either changes or improves the characteristics of the target compounds. On the other hand, spirocyclic-oxindoles featuring C-3 functionalized sp3-hybridized carbon atoms of three-dimensional orthogonally shaped molecules were… read more here.
Keywords: stereoselective synthesis; spirocyclic oxindoles; trifluoroethylisatin ketimines; synthesis cf3 ... See more keywords
Recent Advances of N-2,2,2-Trifluoroethylisatin Ketimines in Organic Synthesis
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DOI: 10.3390/molecules28072990
Abstract: The special properties of fluorine atoms and fluorine-containing groups have led to an increasing number of applications for fluorine-containing organic compounds, which are also extremely widely used in the field of new drug development. Unfortunately,… read more here.
Keywords: organic synthesis; trifluoroethylisatin ketimines; advances trifluoroethylisatin; fluorine containing ... See more keywords