Synthesis of (3‐N‐substituted‐piperidin‐4‐ylidene)acetic Acid Ethyl Esters |
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| Authors: | Meng‐Yang Chang Tein‐Wei Lee |
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| Affiliation: | Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan, R.O.C. |
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| Abstract: | A convenient preparation of skeletons 2A and 2B (cyclic γ,δ‐diamino‐α,β‐unsaturated esters) is reported by a three‐step synthetic route based on a sequence of NBS‐mediated one‐pot α‐bromination/Wittig olefination of piperidin‐4‐one 3 , nucleophilic addition with NaN3, and followed by PPh3‐promoted Staudinger reduction/substitution or CuI‐catalyzed Huisgen 1,3‐dipolar cycloaddition. |
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| Keywords: | Piperidines α ‐Bromination Staudinger reaction Huisgen 1,3‐dipolar cycloaddition |
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