A facile regioselective 1,3-dipolar cycloaddition protocol for the synthesis of new class of quinolinyl dispiro heterocycles |
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| Authors: | Gopal Senthil Kumar Rajendran Satheeshkumar Werner Kaminsky James Platts Karnam Jayarampillai Rajendra Prasad |
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| Institution: | 1. Department of Chemistry, Bharathiar University, Coimbatore 641046, India;2. Department of Chemistry, University of Washington, Seattle, WA 98195, USA;3. School of Chemistry, Cardiff University, Cardiff CF10 3AT, United Kingdom |
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| Abstract: | The 1,3-dipolar cycloaddition reaction of azomethine ylides generated in situ from isatin and secondary amino acids with quinolinyl dipolarophiles in refluxing methanol afforded new class of quinolinyl dispiro heterocycles with multi hetero core units. The regio and stereochemistry of the product was unambiguously assigned by 1H, 13C, 2D NMR techniques and single crystal X-ray analysis. The structures of the compounds are stabilized through the presence of intermolecular hydrogen bonding and intramolecular non-covalent interactions. |
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| Keywords: | 1 3-Dipolar cycloaddition Azomethine ylides Quinolinyl dispiro heterocycles Secondary orbital interaction Non-covalent interaction |
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