36928-61-7Relevant academic research and scientific papers
Preparation of 2-Arylethynylselanylacetonitriles from 4-Aryl-1,2,3-selenadiazoles
O'Connor,Sachinvala,Ganjian
, p. 1167 - 1169 (2015)
Base decomposition of 4-(substituted phenyl)-1,2,3-selenadiazoles at room temperature resulted in 2-(substituted phenyl)-ethynylselenolate anions, which were immediately reacted with bromoacetonitrile to give a series of 2-(substituted phenyl)ethynylselan
α,β-UNSATURATED THIOLATES AND THEIR ANALOGS IN CYCLOADDITION REACTIONS. XV. REACTION OF 2-ARYLETHYNESELENOLATES WITH PHENYL ISOSELENOCYANATE
Zmitrovich, N. I.,Petrov, M. L.,Petrov, A. A.
, p. 154 - 157 (2007/10/02)
Potassium 2-arylethyneselenolates enter into cyclization with phenyl isoselenocyanate to form the products from 1,3-anionic cycloaddition, i.e., 2-phenylimino-4-aryl-1,3-diselenoles.Donating substituents accelerate and accepting substituents retard this reaction.If the potassium is substituted by lithium, the yield of the cyclization products is substantially reduced. 2-Phenylimino-4-aryl-1,3-diselenoles are converted by treatment with methyl iodide into 2-(N-methylphenylamino)-4-aryl-1,3-diselenolium iodides, which form 4-aryl-1,3-diselenole-2-selenones under the influence of hydrogen selenide.
Syntheses of β-Hydroxyselenides and Selenides from 1,2,3-Selenadiazoles: Selenophilic Reaction of Phenylmagnesium bromide on α-Selenoketones
Ganjian, I.,Lalezari, I.,DiMeo, S.V.,Gomez, L.A.
, p. 893 - 895 (2007/10/02)
α-Selenoketones were prepared starting from 1,2,3-selenadiazoles and α-haloketones and were reduced to corresponding β-hydroxyselenides.The action of phenylmagnesium bromide on α-selenoketones was studied.Selenium was the site of nucleophilic attack by Grignard reagent.
UNSATURATED THIOLATES AND THEIR ANALOGS IN CYCLOADDITION REACTIONS XII. REACTIONS OF ALKALI-METAL-2-PHENYLETHYNYLSELENOLATES WITH ACETYLENIC DIPOLAROPHILES
Laishev, V. Z.,Petrov, M. L.,Petrov, A. A.
, p. 245 - 250 (2007/10/02)
The direction of the reactions of the salts of 2-phenylethynylselenols with acetylenecarboxylic esters depends on the nature of the cation.In the case of dimethyl acetylenedicarboxylate the potassium salt forms products from nucleophilic and 1,3-anionic cycloaddition, while the lithium salt and also the potassium salt in the presence of crown ether only form the cycloaddition product.In analogous reactions with methyl phenylpropiolate the potassium salt only forms the nucleophilic addition product, while the lithium salt forms products of both types.In all cases strict regiospecificity is observed.
UNSATURATED THIOLATES AND THEIR ANALOGS IN CYCLOADDITION REACTIONS. XIII. REACTIONS OF POTASSIUM 2-ARYL- AND 2-ALKYLETHYNESELENOLATES WITH HETEROCUMULENES
Laishev, V. Z.,Petrov, M. L.,Petrov, A. A.
, p. 450 - 454 (2007/10/02)
Potassium 2-aryl- and 2-alkylethyneselenolates, obtained by the decomposition of 4-substituted 1,2,3-selenadiazoles, enter into a cyclization reaction with phenyl isothiocyanate to form isomeric N-(5-R-1,3-thiaselenol-2-ylidene)phenylamines.Measurement of the relative rate constants for cyclization of 2-(p-R-aryl)ethyneselenolates at the thione bond shows that the reaction is accelerated by donating substituents and retarded by withdrawing substituents.
