61173-91-9Relevant academic research and scientific papers
The reactions of thiols and diphenyldisulfide with terminally substituted methylenecyclopropanes
Xu, Bo,Chen, Yu,Shi, Min
, p. 2781 - 2784 (2007/10/03)
In the reactions of thiols with terminally substituted methylenecyclopropanes, we found that the Markovnikov adducts were produced exclusively along with cyclopropyl ring-opened products via a radical reaction mechanism. The substituent effects and the re
182. A Convenient Synthesis of Vinyl Sulfides
Katritzky, Alan R.,Afridi, Amir S.,Kuzmierkiewicz, Wojciech
, p. 1931 - 1935 (2007/10/02)
tert-Alkyl sulfides, with an α-(1H-benzotriazol-1-yl) group 6 and 13, are readily prepared from N--1H-benzotriazoles 3 and N-(11), respectively, by reaction with BuLi and then with the appropriate electrophile.The tert-alkyl sulfides 6 a
Synthesis of Alkenes via Peterson Reaction
Ager, David J.
, p. 183 - 194 (2007/10/02)
The α-phenylthiosilanes (2) have been used to prepare the α-silyl anions (1) by reaction with lithium naphthalenide; subsequent condensation with a carbonyl compound gave the alkene (8) via the Peterson reaction.The α-phenylthiosilanes (2) were prepared from n,n-bis(phenylthio)acetals (4) by reaction with lithium naphthalenide and chlorotrimethylsilane.The n,n-bis(phenylthio)acetals (4) were obtained, in turn, from 1,1-bis(phenylthio)acetals (5) by anion formation with butyl-lithium-N,N,N',N'-tetramethylethylenediamine complex in hexane followed by reaction with an alkyl halide.The Peterson reaction was also used to prepare vinyl sulphides (9) and vinyl sulphones (13).
A New Syntethic Route to Vinyl Sulfides Utilizing the Reaction of (Phenylthio)carbenes with Nitrile Anions
Harada, Toshiro,Karasawa, Akio,Oku, Akira
, p. 842 - 846 (2007/10/02)
Reactions of nitrile anion (LiCR2R3CN) and (phenylthio)carbenes generated from 1-chloroalkyl phenyl sulfides (R1CH(Cl)SPh) 2a-e by the action of n-BuLi have been shown to be a useful synthetic route to vinyl sulfides (PhSC(R1)=CR2R3) 3a-k (34-91percent).The nucleophilic attack of the nitrile anion on the carbenic species gave the presumed intermediate β-(phenylthio)-β-lithionitrile, which eliminated LiCN to give the expected vinyl sulfides.The application of the present reaction to the synthesis of cyclic vinyl sulfides was successful: the decomposition of the dianion ofω,ω-bis(phenylthio)alkanenitriles (8b, 8c, 11, and 14) affording the corresponding 1-(phenylthio)cycloalkenes (9, 10, 12, and 15) in 12-87percent yields.
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.
A THREE COMPONENT KETONE SYNTHESIS FROM A PHENYLTHIOVINYLPHOSPHINE OXIDE
Warren, Stuart,Zaslona, Alex T.
, p. 4167 - 4170 (2007/10/02)
The anion formed by addition of an alkyl-lithium to the vinyl phosphine oxide (4) reacts with aldehydes to give vinyl sulphides, easily hydrolysed to ketones.
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.
