Hypervalent iodine(III): selective and efficient single-electron-transfer (SET) oxidizing agent was written by Dohi, Toshifumi;Ito, Motoki;Yamaoka, Nobutaka;Morimoto, Koji;Fujioka, Hiromichi;Kita, Yasuyuki. And the article was included in Tetrahedron in 2009.Formula: C6H5NS This article mentions the following:
Bithiophenes and bipyrroles are prepared regioselectively by oxidative coupling reactions of thiophenes and pyrroles mediated by hypervalent iodine reagents such as PhI(O2CCF3)2 (PIFA) in the presence of Lewis acids. Substituted thiophenes and thiophenecarbonitriles, pyrrolecarbonitriles, and indolecarbonitriles are prepared by oxidative substitution reactions of thiophenes, N-tosylpyrroles, and N-tosylindoles with PIFA in the presence of boron trifluoride etherate and nucleophiles such as trimethylsilyl cyanide. (thienyl)aryliodonium salts are prepared by reaction of 3-methylthiophene with either PIFA or with iodosobenzene and acids or by reactions of (hydroxy)aryliodonium tosylates with thiophenes in 2,2,2-trifluoroethanol. All of the above reactions are proposed to occur via single-electron oxidation of the substrates with hypervalent iodine reagents. The paper is preceded by a review of the work of the Kita research group on oxidative cyclizations and intramol. oxidative coupling reactions of arenes mediated by hypervalent iodine reagents. In the experiment, the researchers used many compounds, for example, 3-Methylthiophene-2-carbonitrile (cas: 55406-13-8Formula: C6H5NS).
3-Methylthiophene-2-carbonitrile (cas: 55406-13-8) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Formula: C6H5NS
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts