1644612-89-4Relevant academic research and scientific papers
Rapid and structurally diverse synthesis of multi-substituted β-keto amide derivatives based on a dioxinone scaffold
Fuse, Shinichiro,Yoshida, Hayato,Oosumi, Kazuya,Takahashi, Takashi
, p. 4854 - 4860 (2014/08/05)
A sequential diversification approach for the synthesis of various multi-substituted β-keto amide derivatives based on a simple and readily available dioxinone scaffold was developed. The process involves: (1) nucleophilic addition of the scaffold to an aldehyde, and a subsequent one-pot dehydration; (2) palladium-catalysed cross-coupling of the scaffold with either an arylboronic acid pinacol ester, or CO and an aliphatic amine; and (3) nucleophilic addition of either an aliphatic amine or an arylamine, or a hetero-Diels-Alder reaction of isocyanate/isothiocyanate, with an acylketene generated in situ from the dioxinone scaffold. Multi-substituted β-keto amides were synthesized in a sequential four-component coupling process based on a dioxinone scaffold.
