43. Electrochemical Synthesis of Dimeric λ3-Bromane: Platform for Hypervalent Bromine(III) Compounds

Sokolovs, I.; Suna, E.; Org. Lett. 2023, 25, 2047–2052. DOI: 10.1021/acs.orglett.3c00405


A straightforward and scalable approach to a previously unreported class of cyclic hypervalent Br(III) species capitalizes on the anodic oxidation of aryl bromide to dimeric benzbromoxole that serves as a versatile platform to access a range of structurally diverse Br(III) congeners such as acetoxy-, alkoxy-, and ethynyl-λ3-bromanes as well as diaryl-λ3-bromanes. The synthetic utility of dimeric λ3-bromane is exemplified by photoinduced Minisci-type heteroarylation reactions and benzylic oxidation.

Date: Mar 23, 2023
AUTHOR: Artis Kinens
Organic electrosynthesis, Publications