Tin-free radical carbon-carbon bond-forming reactions based on alpha-scission of alkylsulfonyl radicals

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Tin-free radical reactions based on a-scission of alkylsulfonyl radicals are very useful for the formation of carbon-carbon bonds and include allylation, acylation, cyanation, vinylation, and carbonylation. For secondary, tertiary, and benzylic radicals, it is possible to use the corresponding iodides as precursors but the primary radicals still require the use of phenyl tellurides or alkyl allyl sulfones. Especially, alkyl allyl sulfones are highly efficient and most reliable primary alkyl radical precursors for the further formation of carbon-carbon bonds. The present approach is very useful for introducing various functional groups such as carbonyl and alkenyl groups under tin-free conditions.
Publisher
Chemical Soc Japan
Issue Date
2007-05
Language
English
Article Type
Article
Keywords

C-H BONDS; ALLYL SULFONE PRECURSORS; INTRAMOLECULAR ACYLATION APPROACH; TRISUBSTITUTED VINYL TRIFLONES; METHANESULFONYL OXIME ETHER; APPROXIMATE RATE CONSTANTS; ATOM-TRANSFER CYCLIZATION; PRIMARY ALKYL RADICALS; ACETYLENIC TRIFLONES; ACYL TELLURIDES

Citation

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, v.80, no.5, pp.809 - 822

ISSN
0009-2673
DOI
10.1246/bcsj.80.809
URI
http://hdl.handle.net/10203/89779
Appears in Collection
CH-Journal Papers(저널논문)
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