Facile Diversification of Simple Benzo[b]thiophenes via Thienobenzyne Intermediates

Thienobenzynes, which are thiophene-fused novel benzyne species, are efficiently generated via an iodine–magnesium exchange reaction of ortho-iodoaryl triflate-type precursors using a silylmethyl Grignard reagent as the activator. The method allows for facile preparation of a diverse range of multis...

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Bibliographic Details
Published in:Chemistry letters 2017-01, Vol.46 (1), p.81-84
Main Authors: Morita, Takamoto, Yoshida, Suguru, Kondo, Masakazu, Matsushita, Takeshi, Hosoya, Takamitsu
Format: Article
Language:English
Subjects:
Iodine
Magnesium
Reagents
Thiophenes
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Summary:Thienobenzynes, which are thiophene-fused novel benzyne species, are efficiently generated via an iodine–magnesium exchange reaction of ortho-iodoaryl triflate-type precursors using a silylmethyl Grignard reagent as the activator. The method allows for facile preparation of a diverse range of multisubstituted benzothiophenes from readily available simple benzothiophenes.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.160901