K2S2O8‐induced Dearomative Spirocyclization of Biaryl Ynones with Diselenides toward Selenated Spiro[5.5]trienones

A metal‐free radical spirocyclization of biaryl ynones with diselenides is developed, providing selenated spiro[5.5]trienones in moderate to good yields. This protocol features broad substrate scope, good functional group tolerance and free of an inert atmosphere. Furthermore, the replacement of dis...

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Bibliographic Details
Published in:Asian journal of organic chemistry 2023-05, Vol.12 (5), p.n/a
Main Authors: Yu, Lanbin, Peng, Yingzhi
Format: Article
Language:English
Subjects:
biaryl ynone
metal free
radical spirocyclization
selenium
spiro[5,5]trienone
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Summary:A metal‐free radical spirocyclization of biaryl ynones with diselenides is developed, providing selenated spiro[5.5]trienones in moderate to good yields. This protocol features broad substrate scope, good functional group tolerance and free of an inert atmosphere. Furthermore, the replacement of diselenides with ditellurides is also applicable for this reaction to construct the corresponding tellurium‐substituted spiro[5.5]trienones. A metal‐free synthesis of spiro[5.5]trienones with chalcogen substituents has been achieved via K2S2O8‐induced dearomative spirocyclization of biaryl ynones with dichalcogenides.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.202300086