Herein, a metal-free and versatile strategy was successfully reported for the divergent synthesis of various functionalized dibenzob,dselenophenes, dibenzob,dtellurophenes, and phenoxaselenines in moderate to excellent yields in one-pot. This method utilized commercially available, cheap, and sustainable ammonium bromide as the catalyst to promote the radical cyclization of biarylboronic acids with elemental Se/Te. Comparatively, this method was highlighted by its readily available starting material, broad substrate scope, simple catalytic system, easy operation, good safety, being strongly oxidant-free, and easily scalable. The preliminary mechanistic experiments suggested that this transformation could possibly proceed via a radical pathway.
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Zhouting Zeng
South China University of Technology
Yanfeng Ma
Jilin Normal University
Zi Yang
Changsha Medical University
The Journal of Organic Chemistry
Zhejiang Sci-Tech University
University of South China
Changsha Medical University
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Zeng et al. (Thu,) studied this question.
synapsesocial.com/papers/68bb421a2b87ece8dc958688 — DOI: https://doi.org/10.1021/acs.joc.5c01441