Litcius/Paper detail

Ag<sub>2</sub>O-promoted ring-opening reactions of cyclopropenones with oximes

Ye‐Fei Yang, Xiaobo Huang, Wenxia Gao, Yunbing Zhou, Miaochang Liu, Huayue Wu

2020Organic & Biomolecular Chemistry16 citationsDOI

Abstract

Ag2O-promoted ring-opening reactions of cyclopropenones with oximes is disclosed in this work, providing a direct route to 1,3-oxazinones. This method highlights a new reactivity of cyclopropenones which undergo 1,4-addition with oximes followed by β-carbon elimination to in situ generate a α-carbonyl ketene intermediate.

Topics & Concepts

ChemistryRing (chemistry)Medicinal chemistryComputational chemistryStereochemistryOrganic chemistryCyclopropane Reaction MechanismsSynthesis and Reactivity of HeterocyclesCatalytic Alkyne Reactions