title: Copper-catalyzed reaction of ketenimine and in situ generated immonium ion: access to α,β-unsaturated amidines.
abstract: A Cu-catalyzed three-component reaction of alkyne, azides (sulfonyl or phosphoryl azides), and N,N-dialkyloxyformamide dialkyl acetal via electrophilic addition of immonium ion to copper ketenimine is reported. This new protocol for the preparation of α,β-unsaturated amidine derivatives appears to offer high yield, mild conditions, and wide substrate scope. The reaction might involve the processes of copper ketenimine intermediate formation, electrophilic addition, and isomerization.
authors.forename: Bangben
authors.initials: B
authors.lastname: Yao
authors.forename: Chuang
authors.initials: C
authors.lastname: Shen
authors.forename: Zunjun
authors.initials: Z
authors.lastname: Liang
authors.forename: Yuhong
authors.initials: Y
authors.lastname: Zhang
mesh_terms: D000578:Amidines / Q000138:chemical synthesis* / Q000737:chemistry; D001386:Azides / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D007536:Isomerism; D015394:Molecular Structure
chemical_list: D000578:Amidines; D001386:Azides; D003300:Copper