title: An Efficient Amide-Aldehyde-Alkene Condensation: Synthesis for the N-Allyl Amides.
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.
authors.affiliation: Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education, China, Gansu, 730070, P. R. China.|Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Gansu, 730070, P. R. China.
authors.forename: Zheng-Jun
authors.initials: ZJ
authors.lastname: Quan
authors.affiliation: Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education, China, Gansu, 730070, P. R. China.|Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Gansu, 730070, P. R. China.
authors.forename: Xi-Cun
authors.initials: XC
authors.lastname: Wang
keywords: Lewis acids; allylamines; allylation; amide-aldehyde-alkene condensation; multicomponent reactions