An Efficient Amide‐Aldehyde‐Alkene Condensation: Synthesis for the N‐Allyl Amides |
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| Authors: | Zheng‐Jun Quan Xi‐Cun Wang |
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| Affiliation: | 1. Key Laboratory of Eco‐Environment‐Related Polymer Materials, Ministry of Education, China, Gansu, P. R. China;2. Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Gansu, P. R. China |
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| Abstract: | The allylamine skeleton represents a significant class of biologically active nitrogen compounds that are found in various natural products and drugs with well‐recognized pharmacological properties. In this personal account, we will briefly discuss the synthesis of allylamine skeletons. We will focus on showing a general protocol for Lewis acid‐catalyzed N‐allylation of electron‐poor N‐heterocyclic amides and sulfonamide via an amide‐aldehyde‐alkene condensation reaction. The substrate scope with respect to N‐heterocyclic amides, aldehydes, and alkenes will be discussed. This method is also capable of preparing the Naftifine motif from N‐methyl‐1‐naphthamide or methyl (naphthalene‐1‐ylmethyl)carbamate, with paraformaldehyde and styrene in a one‐pot manner. |
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| Keywords: | allylation allylamines amide‐aldehyde‐alkene condensation Lewis acids multicomponent reactions |
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