title: N-Alkynyl imides (ynimides): synthesis and use as a variant of highly labile ethynamine.
abstract: This study describes the first reliable synthesis of N-alkynyl imides (ynimides). This was accomplished with a copper-catalyzed coupling reaction between alkynyl(triaryl)bismuthonium salts and five-membered imides. We also found that it was possible to utilize N-ethynyl phthalimide as a variant of the highly labile ethynamine. 4-Amino-1,2,3-triazole was successfully obtained via the CuAAC reaction of N-ethynyl phthalimide with azide followed by hydrazinolysis of the phthaloyl protecting group.
authors.affiliation: Faculty of Pharmaceutical of Sciences, Hiroshima International University, 5-1-1 Hirokoshingai, Kure City, Hiroshima 737-0112, Japan. t-sueda@ps.hirokoku-u.ac.jp
authors.forename: Takuya
authors.initials: T
authors.lastname: Sueda
authors.forename: Ayumi
authors.initials: A
authors.lastname: Oshima
authors.forename: Naoki
authors.initials: N
authors.lastname: Teno
mesh_terms: D000478:Alkylation; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D007094:Imides / Q000138:chemical synthesis*; D015394:Molecular Structure
chemical_list: D007094:Imides; D003300:Copper