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Electrochemical synthesis of cyclic biaryl λ<sup>3</sup>-bromanes from 2,2'-dibromobiphenyls.


ABSTRACT: The remarkable nucleofugality of bromoarenes in diarylbromonium species renders them particularly suitable for the generation of arynes for subsequent use in a wide range of synthetic applications. The common approach to generate cyclic biaryl λ3-bromanes is based on thermal decomposition of hazardous diazonium salts. Herein, we disclose a mild and straightforward approach to diarylbromonium species by direct anodic oxidation of 2,2'-dibromo-1,1'-biphenyl. The electrochemical method provides access to a range of symmetrically and non-symmetrically substituted cyclic biaryl λ3-bromanes in moderate yields.

SUBMITTER: Savkins A 

PROVIDER: S-EPMC11878128 | biostudies-literature | 2025

REPOSITORIES: biostudies-literature