55264-89-6Relevant academic research and scientific papers
Thermal Cycloisomerization of Putative Allenylpyridines for the Synthesis of Isoquinoline Derivatives
Morrison, Alec E.,Hrudka, Jeremy J.,Dudley, Gregory B.
, p. 4104 - 4107 (2016/08/30)
A cascade (cyclo)isomerization/elimination process produces novel isoquinoline derivatives of potential interest for pharmaceutical, biomedical, and energy-related research. Mechanistic experiments support a putative allenylpyridine (reminiscent of the Garratt-Braverman cyclization) as a key intermediate in the cascade process.
Free radical desulfenylation and deselenylation of α-sulfur and α-seleno substituted phosphonates with the n-Bu3SnH/AIBN reagents system.
Balczewski,Piotr
, p. 113 - 122 (2007/10/03)
Selestive desulfenylation and deselenylation of α-sulfur- and α-seleno-substituted phosphonates under free radical condition are described.Chemoselectivity and scope of title reaction were studied using phosphonates additionaly functionalized in the α-position alkyl, phenyl,ethoxy,chloro,carbonyl and sulfenyl groups.It was found the reduction of a halogen tolerates the presence of the sulfenyl group and the latter could be reduced in the presence of the sulfinyl and sulfonyl moieties.Moreover,one sulfenyl group was selectively removed from α-phosphoryl dithioacetals and the phenylsulphenyl group was reduced preferentially in the presence of the methylsulfenyl one. Key words:Desulfenylation,deselenylation,α-phosphoryl sulfides,α-phosphoryl selenides, tri-n-butyltinhydride,α,α-azaisobutyronitrile.
Stereospecific Reductive Desulfurization of Vinyl Sulfoxides with tert-Butyllithium and an Internal Proton Source
Theobald, Paula G.,Okamura, William H.
, p. 741 - 750 (2007/10/02)
Trienyl and allenyl phenyl sulfoxides can be reduced stereospecifically with retention of configuration in good yields using tert-butyllithium with methanol (MeOH) as an internal (in situ) proton source.The method can be easily modified to give stereospecifically deuterium-labeled compounds.While simple monoene sulfoxides afford attenuated yields of reduced olefin, the method is useful for the reduction of more sensitive and complex polyene sulfoxides as exemplified by the reduction of trienyl sulfoxides 2b, 3b, 9 and allenyl sulfoxide 10 and by a brief review of additional examples which have emerged from this laboratory.That the reduction proceeds through the direct protonation of sulfurane intermediates such as 35 or 35' is an attractive mechanistic hypothesis, but several other possibilities exist.A pathway involving a vinyllithium as a reactive intermediate is considered to be less likely.
A Facile Synthesis of Diethyl 1-(Phenylthio)alkylphosphonates
Gajda, Tadeusz
, p. 327 - 328 (2007/10/02)
The title compounds have been obtained in moderate yields by the reaction of diethyl 1-hydroxyalkylphosphonates with thiophenol in the presence of the triphenylphosphine/diethyl azodicarboxylate system.
