Water as an oxygen source in I₂-mediated construction of highly functionalized maleimide-fused phenols

Abstract

A novel protocol for the construction of multiple-substituted 4-hydroxyisoindoline-1,3-diones through I2-mediated multicomponent cascade reaction has been described. This metal-free process involves the formation of three C-C bonds and one C-O...

Phthalimides: developments in synthesis and functionalization

“…A novel library of highly functionalized phthalimides 67 was constructed by Deng and co-workers in 2023 (Scheme 45). 73 In this strategy, maleimides 44 and acetophenones 66 were used as starting materials and H 2 O acted as an oxygen source. By the H 2 O 18 isotope labelling experiment, the authors could prove that the oxygen of phenolic in the product originated from H 2 O.…”

Review of application of the I2 and dimethyl sulfoxide combined reagent system to aryl methyl ketones for diverse transformations

“…4 The combination reagent of I 2 and DMSO has shown unique and attractive reactivity in organic synthesis, and it has been successfully applied to oxidation, oxidative cross-coupling, functionalization, and the construction of heterocyclic rings through cascade cyclization because of its green, high efficiency, and mild reaction conditions. 5–8…”

Synthesis of Aza‐Bicyclic Maleimide Skeleton by Addition‐Ring Opening Cascade Reaction of Vinylogous Oxindole

“…The synthesis of maleimide derivatives has been extensively investigated and remains a subject of considerable research interest in recent years [4] . However, the predominant approaches focused on the alteration of monocyclic rings (Scheme 1a), [4a–e] with limited documentation on the synthesis of bicyclic maleimide frameworks [4f–h] …”