S'"H type reactions of substituted allylic compounds

S'"H reactions of allyl sulfides and halides with phenyl radicals are reported. Thermal decomposition of phenylazotriphenylmethane with allyl sulfides and bromide has been shown to give allylbenzene. This apparent substitution reaction involves attack of a phenyl radical on the terminal unsaturated ... Ausführliche Beschreibung

1. Person: Migita, T.
Weitere Personen: Kosugi, M.; Takayama, K.; Nakagawa, Y.
Quelle: in Tetrahedron Vol. 29, No. 1 (1973), p. 51-55
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Format: Online-Artikel
Sprache: English
Veröffentlicht: 1973
Beschreibung: Online-Ressource
Online Zugang: Online
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Anmerkung: Copyright: Copyright (c) 2002 Elsevier Science Ltd
Zusammenfassung: S'"H reactions of allyl sulfides and halides with phenyl radicals are reported. Thermal decomposition of phenylazotriphenylmethane with allyl sulfides and bromide has been shown to give allylbenzene. This apparent substitution reaction involves attack of a phenyl radical on the terminal unsaturated carbon atom of the allyl sulfide; the reaction in α,α-dimethylallyl ethyl sulfide produced 2-methyl-4-phenylbutene-2. To estimate the relative reactivities of allylic substrates towards phenyl radicals, competitive reactions of phenyl radicals with allylic compounds and carbon tetrachloride were investigated. The data indicate that the radical formed by addition of a phenyl radical to the allylic sulfide looses thiyl radicals almost quantitatively.
ISSN: 0040-4020

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