Litcius/Paper detail

Photoinduced Aerobic Iodoarene‐Catalyzed Spirocyclization of <i>N</i>‐Oxy‐amides to N‐Fused Spirolactams**

Loïc Habert, Kevin Cariou

2020Angewandte Chemie International Edition32 citationsDOIOpen Access PDF

Abstract

Iodoarene catalysis is a powerful methodology that usually requires an excess of oxidant, or of redox mediator if the terminal oxidant is dioxygen, to generate the key hypervalent iodine intermediate to proceed efficiently. We report that, using the spiro-cyclization of amides as a benchmark reaction, aerobic iodoarene catalysis can be enabled by relying on a pyrylium photocatalyst under blue light irradiation. This unprecedented dual organocatalytic system allows the use of low catalytic loading of both catalysts under very mild operating conditions.

Topics & Concepts

Hypervalent moleculeCatalysisChemistryPhotocatalysisRedoxCombinatorial chemistryPhotochemistryOrganocatalysisIodineOrganic chemistryEnantioselective synthesisOxidative Organic Chemistry ReactionsSynthesis and Catalytic ReactionsRadical Photochemical Reactions
Photoinduced Aerobic Iodoarene‐Catalyzed Spirocyclization of <i>N</i>‐Oxy‐amides to N‐Fused Spirolactams** | Litcius