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

ABSTRACT: 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.

SUBMITTER: Sokolovs I

PROVIDER: S-EPMC10071479 | biostudies-literature | 2023 Mar

REPOSITORIES: biostudies-literature

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

Sokolovs Igors I Suna Edgars E

Organic letters 20230321 12

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 heteroarylati ...[more]

PMID: 36944352

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