78839-96-0Relevant articles and documents
N-Bromosuccinimide-thiol cobromination in basic medium: an efficient one-pot transformation of olefins into the corresponding enol thioethers
Zoghlami,Chehidi,Romdhani,Chaabouni,Baklouti
, p. 5645 - 5647 (2007)
A convenient method for the one-pot conversion of olefins into the corresponding enol thioethers is reported. The products were obtained via the N-bromosuccinimide cobromination reaction of olefins with thiols in basic medium. Steric hindrance present in
Thiol mediated 5-(π-endo)ortho vinyl radical cyclizations
Montevecchi, Pier Carlo,Navacchia, Maria Luisa
, p. 201 - 219 (2007/10/03)
The radical reaction of benzenethiol with alkynes 1a-o carried out at 154 °C affords a mixture of thiol/alkyne adduct 3 and benzothiophene 5, deriving from vinyl radical intermediates 2 through hydrogen abstraction and 5-(π-endo)(orthocyclization onto the
One-pot dialkylation of allylphenylsulfide induced by aminoalkoxides- activated NaNH2. Application to the synthesis of unsymmetrical ketones
Choppin, Sabine,Gros, Philippe,Fort, Yves
, p. 9261 - 9268 (2007/10/03)
It is shown that the activation of NaNH2 by sodium aminoalkoxides, leading to new superbases, induced an efficient one-pot dialkylation of allylphenylsulfide. The regioselectivity of the reaction (α,α' vs α,γ) was found as strongly dependent on the nature of the alkyl halide. As an application, α,γ dialkylated products were efficiently converted Into the corresponding unsymmetrical ketones.
A simplified preparation of vinyl sulfides, selenides and tellurides by a Wittig-type reaction
Silveira, Claudio C.,Begnini, Mauro L.,Boeck, Paula,Braga, Antonio L.
, p. 221 - 224 (2007/10/03)
The preparation of several vinyl sulfides, selenides and tellurides by Wittig-type reaction in a one-pot procedure is described. The chalcogenyl triphenylphosphoranes 3 are formed 'in situ' by the reaction of chloromethyl phenyl chalcogenide, potassium tert-butoxide and triphenylphosphine. Reaction of 3 with carbonyl compounds affords the vinyl chalcogenides 6-9 with preferential Z-configuration.
CROSS-COUPLING REACTION BETWEEN ENOL PHOSPHATES AND ORGANOALUMINIUM COMPOUNDS IN THE PRESENCE OF PALLADIUM(0) CATALYST.
Takai,Sato,Oshima,Nozaki
, p. 108 - 115 (2007/10/02)
The title reaction in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium(0) affords alkylative coupling products in good to excellent yields in 1,2-dichloroethane at room temperature. This coupling reaction under C(sp**2)-O cleavage proceeds stereospecifically. The reaction does not affect a coexisting vinyl sulfide group. This feature enables 1,2- and 1,3-carbonyl transposition with or without alkylation via phenylthio-substituted enol phosphates.
The Formation of Vinyl Sulfides by the Cleavage of the Carbon-Sulfur Bond in Dithioacetals with CuCl2
Oida, Tatsuo,Tanimoto, Shigeo,Ikehira, Hideyuki,Okano, Masaya
, p. 959 - 960 (2007/10/02)
The elimination of arene- and alkanethiol from diaryl and dialkyl dithioacetals, in the presence of copper(I) or copper(II) salt plus tertiary amine, to produce the corresponding aryl and alkyl vinyl sulfides, respectively, has been studied.The employment of a combination of 2 mol equiv. of CuCl2 and 2 mol equiv. of N,N-diisopropylethylamine is most favorable.
Pd(O) PROMOTED ALKYLATION OF ENOL PHOSPHATES WITH ORGANOALUMINIUM COMPOUNDS AND ITS SYNTHETIC APPLICATIONS
Sato, Mitsuyoshi,Takai, Kazuhiko,Oshima, Koichiro,Nozaki, Hitosi
, p. 1609 - 1612 (2007/10/02)
Keto carbonyl 1,2- and 1,3-transpositions with and without alkylation of the substrate are described together with ketone synthesis from thiocarboxylic S-ester.
