title: Cu/Fe-cocatalyzed Meyer-Schuster-like rearrangement of propargylic amines: direct access to E-β-aminoacryaldehydes.
abstract: A simple and efficient method for the synthesis of β-aminoacryaldehydes via Cu(OAc)2·H2O and FeCl3 cocatalyzed Meyer-Schuster-Like rearrangement of propargylic amines was developed. The reactions proceed selectively as the E-isomers in generally good yields under aerobic conditions, and are compatible with a broad range of functional groups. This method combines C-N bond cleavage as well as the N-aryl group migration and provides a practical and mild synthetic approach to α,β-unsaturated carbonyl compounds, which are useful precursors in a variety of functional group transformations.
authors.affiliation: State Key Laboratory of Respiratory Disease, Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences , 190 Kaiyuan Avenue, Guangzhou 510530, China.
authors.forename: Ming
authors.initials: M
authors.lastname: Chen
authors.forename: Jiangling
authors.initials: J
authors.lastname: Peng
authors.forename: Tingting
authors.initials: T
authors.lastname: Mao
authors.forename: Jinbo
authors.initials: J
authors.lastname: Huang
mesh_terms: D000171:Acrolein / Q000138:chemical synthesis* / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D002712:Chlorides / Q000737:chemistry*; D003300:Copper / Q000737:chemistry; D005290:Ferric Compounds / Q000737:chemistry*; D015394:Molecular Structure; D010293:Pargyline / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000588:Amines; D002712:Chlorides; D005290:Ferric Compounds; D000171:Acrolein; D003300:Copper; D010293:Pargyline; C024555:ferric chloride