A novel and diastereoselective construction of H-pyrazolo[3,2-a]isoquinoline fused spirooxindoles via [3+2] cycloaddition |
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Authors: | Panneerselvam Yuvaraj Boreddy S.R. Reddy |
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Affiliation: | Industrial Chemistry Laboratory, Central Leather Research Institute (CSIR), Adyar, Chennai 600 020, India |
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Abstract: | A one-pot, highly efficient and diastereoselective construction of 1,2-dihyro-10′bH-spiro[indole-3,1′-pyrazole[3,2-a]isoquinoline]-2′-carboxylates via silver triflate-catalyzed [3+2] cycloaddition of N′-(2–alkynylbenzylidene)hydrazide with methyleneindolinones in good to excellent yield has been described. The transformation involves initially a condensation followed by 6-endo-intramolecular cyclization forming dipole which then undergoes [3+2]-cycloaddition with methyleneindolinones and finally, β-hydrogen elimination. |
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Keywords: | Cycloaddition Diastereoselectivity Spirooxindole Pyrazoloisoquinoline |
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