227470-26-0Relevant academic research and scientific papers
4-(ortho-hydroxyphenyl)-1,2,3-selenadiazole as a source of 2- benzofuranselenolate
Petrov, Michael L.,Abramov, Michael A.,Dehaenb, Wim,Toppet, Suzanne
, p. 3903 - 3904 (1999)
The novel 4-(ortho-hydroxyphenyl)-1,2,3-selenadiazole smoothly transforms into 2-benzofuranselenolate through potassium carbonate catalyzed selenadiazole ring cleavage. The presence of alkyneselenolate is proved by the formation of methyl(ortho-methoxy-phenylethynyl)selenide in the presence of methyl iodide. Alkylation and oxidation reactions of 2- benzofuranselenolate are described.
4-(2-Hydroxyaryl)-1,2,3-selenadiazoles as precursors of benzofuran-2-selenolates
Petrov,Abramov,Abramova,Dehaen,Lyakhovetskii
, p. 1643 - 1648 (2007/10/03)
The reaction of selenium dioxide with o-hydroxyacetophenone semicarbazones gives 4-(2-hydroxyaryl)-1,2,3-selenadiazoles which undergo ready decomposition by the action of potassium carbonate to form benzofuran-2-selenolates. The latter can be alkylated with methyl iodide and benzyl chloride and arylated with 2,4-dinitrochlorobenzene. Intermediate formation of 2-(o-hydroxyphenyl)ethyneselenolate during decomposition of 1,2,3-selenadiazoles was proved by the isolation of methyl o-methoxyphenylethynyl selenide when the substrate was treated with potassium carbonate in the presence of methyl iodide.
Nucleophilic intramolecular cyclization reactions of alkynechalcogenolates
Abramov,Dehaen,D'Hooge,Petrov,Smeets,Toppet,Voets
, p. 3933 - 3940 (2007/10/03)
2-(ortho-Hydroxyphenyl)-alkynethiolates and -selenolates, obtained through base catalyzed ring cleavage of 4-(ortho-hydroxyphenyl)-1,2,3- thiadiazoles and -1,2,3-selenadiazoles, smoothly transform into 2- benzofuranthiolates and -selenolates. These reactive intermediates can be alkylated in high yield. This reaction sequence could be applied to the synthesis of electron rich thiacrown ethers. The 2-(ortho-aminophenyl)- alkynethiolate analogously forms 2-methylsulfanylindole. (C) 2000 Elsevier Science Ltd.
