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An Efficient Amide-Aldehyde-Alkene Condensation: Synthesis for the N-Allyl Amides.
- Source :
-
Chemical record (New York, N.Y.) [Chem Rec] 2016 Feb; Vol. 16 (1), pp. 435-44. Date of Electronic Publication: 2016 Jan 25. - Publication Year :
- 2016
-
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.<br /> (© 2016 The Chemical Society of Japan & Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Details
- Language :
- English
- ISSN :
- 1528-0691
- Volume :
- 16
- Issue :
- 1
- Database :
- MEDLINE
- Journal :
- Chemical record (New York, N.Y.)
- Publication Type :
- Academic Journal
- Accession number :
- 26805726
- Full Text :
- https://doi.org/10.1002/tcr.201500212