1178899-40-5Relevant academic research and scientific papers
One-Pot Synthesis of Aryl- and Alkyl S-Perfluoroalkylated NH-Sulfoximines from Sulfides
Chaabouni, Slim,Lohier, Jean-Fran?ois,Barthelemy, Anne-Laure,Glachet, Thomas,Anselmi, Elsa,Dagousset, Guillaume,Diter, Patrick,Pégot, Bruce,Magnier, Emmanuel,Reboul, Vincent
supporting information, p. 17006 - 17010 (2018/10/31)
A general efficient one-pot synthesis of S-perfluoroalkylated NH-sulfoximines from sulfides has been developed using phenyliodine diacetate (PIDA) and ammonium carbamate. Remarkable rate enhancement with trifluoroethanol was observed, presumably due to H-bonding effects. These mild and metal-free conditions are compatible with -CH2F, -CFCl2, -CF2H, -CF2Br, -C4F9, and -CF3 groups, in both the alkyl- and aryl series. Based on a 19F NMR analysis, a λ6-acetoxysulfanenitrile intermediate was proposed.
Sulfilimines and sulfoximines by reaction of nitriles with perfluoroalkyl sulfoxides
Mace, Yohan,Urban, Celine,Pradet, Charlotte,Marrot, Jerome,Blazejewski, Jean-Claude,Magnier, Emmanuel
supporting information; experimental part, p. 3150 - 3153 (2009/12/07)
The species obtained by activation of perfluoroalkylated sulfoxides with trifluoromethanesulfonic anhydride behaves as highly electrophilic entities. Their reaction with nitriles allows a Ritter-like process leading to the new fluorinated acylsulfilimines
