60. Electrochemical synthesis of cyclic biaryl λ3-bromanes from 2,2’-dibromobiphenyls

Savkins, A.; Sokolovs, I. Electrochemical synthesis of cyclic biaryl λ3-bromanes from 2,2’-dibromobiphenyls. Beilstein J. Org. Chem. 2025, 21, 451–457. DOI: 10.3762/bjoc.21.32

 

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.