19718-58-2Relevant articles and documents
Synthesis of α-Phenylthio Enones and Esters of α-Phenylthio Alkenoic Acids
Durman, John,Grayson, J.Ian,Hunt, Paul G.,Warren, Stuart
, p. 1939 - 1946 (2007/10/02)
The title compounds can be made by a Pummerer dehydration from the corresponding saturated sulphoxides.The alkylation of anions from saturated and unsaturated ketones is described.
Reactions of 3-(Phenylthio)-3-buten-2-one with Cycloalkanones. A New Approach to Fused Phenols
Takaki, Ken,Okada, Michikazu,Yamada, Michio,Negoro, Kenji
, p. 1200 - 1205 (2007/10/02)
Synthesis and properties of 3-(phenylthio)-3-buten-2-one (7) have been described.The butenone 7 reacted with lithium cycloalkanone enolates to give ketols 14 or diketones 15 in good yields, which were easily transformed into fused phenols 17 by the treatment with p-toluenesulfonic acid or sodium ethoxide, respectively.Oxidative elimination of the sulfenyl group of 14a afforded also 2-naphthol 17a.Tetrahydronaphthalene 23, a key intermediate of calamenene 1a and calamenenal 1b, was successfully synthesized by this approach by starting from l-carvone (19).Bicyclooctanone 25 was obtained in the reaction of 7 with kinetic enolate of 2-cyclohexen-1-one in 84percent yield.
NEW ACETYLENIC MICHAEL RECEPTOR EQUIVALENTS. PART I : SYNTHESIS OF α-SULFENYL - AND α-SULFINYL ACRYLIC DERIVATIVES.
Leyendecker, Francois,Comte, Marie-Therese
, p. 5031 - 5034 (2007/10/02)
The synthesis of α-thioarylated β-unsubstituted acrilic derivatives is reported.
NUCLEOPHILIC SUBSTITUTION OF α-HALO KETONES. XXI. STRUCTURE-REACTIVITY RELATIONSHIPS IN THE ACETOLYSIS OF 3-SUBSTITUTED 1-CHLORO-3-PHENYLTHIO-2-PROPANONES
Pusino, Alba,Rosnati, Vittorio,Saba, Antonio,Franco, Andrea
, p. 475 - 482 (2007/10/02)
The acetolyses of α-chloro ketones 1a-d have been re-investigated under standard conditions and compared with those of the corresponding isomeric substrates 2a-d.It has been shown that participation by the neighbouring phenylthio group, involving a 1-3 shift of the latter, does occur in part even in the case of 1d, while it is the only process in the case of 1e.A few structure-reactivity relationships in the two series of substrates are discussed.