Enantioselective addition of 1 3 dicarbonyl compounds to N alkoxycarbonyl ketimines derived from isatins

Date

2016-03-24

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Duygu, İşibol
Tanyeli, Cihangir

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https://hdl.handle.net/11511/79060

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Enantioselective Addition Of 1,3-Dicarbonyl Compounds To N-Alkoxycarbonyl Ketimines Derived From Isatins And Construction Of Spirocyclic Oxindoles Karaçal, Duygu; Tanyeli, Cihangir; Department of Chemistry (2022-12-14) Indoline-2,3-dione, commonly known as isatin, is a well-known natural product and has excellent potential to be used as an electrophile and nucleophile, making them valuable building blocks in organic synthesis. They are recognized as core structures in various bioactive molecules and pharmaceutical compounds, and the highly reactive C-3 carbonyl group of isatins makes them more applicable in organic synthesis. The reactions of the C-3 carbonyl group of isatins are mostly by nucleophilic additions and spiro...
Enantioselective Friedel-Crafts alkylation of indole with nitroalkenes in the presence of bifunctional squaramide organocatalysts Dündar, Esra; Tanyeli, Cihangir (2021-01-01) A series of chiral bifunctional quinine and 2-aminoDMAP based squaramide organocatalysts are evaluated in Friedel-Crafts alkylation of indoles with nitroolefins. These 3-substituted indole derivatives are synthesized in the presence of sterically encumbered tert-butyl squaramide/quinine with high enantioselectivity (up to >99% ee) and moderate chemical yields (up to 80%) by representing as chiral precursors for very important biologically active molecules. Besides, this asymmetric transformation provides a ...
Enantioselective Michael addition of malononitrile to chalcone with bifunctional squaramide organocatalysts Sargın, Nurdan; Tanyeli, Cihangir; Department of Chemistry (2015) 4H-pyran derivatives show diverse biological activity such as antimicrobial, antibacterial, antiviral and antifungal. 4H-pyran derivatives can be synthesized easily from 2-(3-oxo-1,3-diphenylpropyl)malononitrile which is the Michael addition product of malononitrile to trans-chalcone. Synthesizing chiral biologically active compounds with metal free approach (organocatalysis) is a significant topic. In this thesis, chiral 2-(3-oxo-1,3-diphenylpropyl)malononitrile was synthesized with quinine or 2-aminoDMAP ...
Enantioselective aza-Henry reaction of t-Boc protected imines and nitroalkanes with bifunctional squaramide organocatalysts Susam, Zeynep Dilşad; Tanyeli, Cihangir (2017-05-07) An organocatalytic asymmetric aza-Henry reaction of t-Boc protected imines with nitroalkanes has been established by chiral acid-base type bifunctional Cinchona alkaloid/squaramide organocatalysts. The cooperation of a quinine motif as a base and sterically encumbered squaramide (H-bond donor) enabled mostly complete conversion of a range of reactants into the corresponding aza-Henry products at room temperature with good selectivities (up to 91% ee with 10 mol% catalyst loading).
Enantioselective aza-Henry reaction of t-Boc protected imines and nitroalkanes with bifunctional squaramide organocatalysts Susam, Zeynep Dilşad; Tanyeli, Cihangir (2016-08-25)

Citation Formats

İ. Duygu and C. Tanyeli, “Enantioselective addition of 1 3 dicarbonyl compounds to N alkoxycarbonyl ketimines derived from isatins,” 2016, Accessed: 00, 2021. [Online]. Available: https://hdl.handle.net/11511/79060.