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Short Paper | Regular issue | Vol 102, No. 3, 2021, pp.516-526
Published online, 1st February, 2021
DOI: 10.3987/COM-20-14396
Acetate/Acetic Acid-Assisted One-Pot Synthesis of (Diarylmethylene)imidazolone from Amide or Thioamide

Masahiro Ikejiri,* Atsufumi Watanabe, Mari Katsuda, Mayu Funakoshi, Aki Fujisaka, and Kazuyuki Miyashita*

*Faculty of Pharmacy, Osaka Ohtani University, Nishikiori-Kita 3-11-1, Tondabayashi, Osaka 584-8540, Japan

Abstract

With the aim of extending the library of green fluorescent protein chromophore analogs, a facile one-pot synthesis of 5-(diarylmethylene)imidazolones from the corresponding amide or thioamide is described. Isolation of unstable imidate intermediates is not required, thereby circumventing the drawback of previous approaches. A reaction mechanism in which both acetate and acetic acid promote the imidazolone formation is proposed.