An expedient approach for the regio- and stereoselective synthesis of novel spiroindolizidines via [3+2] cycloaddition |
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| Institution: | 1. Department of Chemistry, Dr. Shariati Branch, University of Farhangian, Sari, Iran;2. Department of Organic Chemistry, Faculty of Chemistry, University of Mazandaran, 47416 Babolsar, Iran |
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| Abstract: | A new series of spiroindolizidines was synthesized by one-pot, three-component condensation of azomethine ylides, generated from 1,2,3,4-tetrahydroisoquinoline with ninhydrin or isatin derivatives by a 1,5-prototropic shift route, with various derivatives of trans-β-nitrostyrene in a regio- and stereoselective manner. X-ray crystal structure analysis and NMR spectroscopic data confirmed the structure outcome of the cycloaddition reaction. |
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| Keywords: | 1 3-Dipolar cycloaddition Azomethine ylide Indolizidines Spiro compounds 1 5-Prototropic shift |
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