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

Organic Letters 2023
Igors Sokolovs, Edgars Sūna

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.

DOI
10.1021/acs.orglett.3c00405
Hyperlink
https://pubs.acs.org/doi/10.1021/acs.orglett.3c00405

Sokolovs, I., Sūna, E. Electrochemical Synthesis of Dimeric λ3-Bromane: Platform for Hypervalent Bromine(III) Compounds. Organic Letters, 2023, Vol. 25, No. 12, pp.2047-2052. ISSN 1523-7060. Available from: doi:10.1021/acs.orglett.3c00405

Publication language
English (en)