82943-20-2Relevant academic research and scientific papers
(Perhalomethylthio)heterocycles, XIV. Preparation and Properties of N-Substituted Tetrakis(trifluoromethylthio)pyrroles
Ceacareanu, Dumitru M.,Gerstenberger, Michael R. C.,Haas, Alois
, p. 3325 - 3331 (2007/10/02)
2,3,4,5-Tetrakis(trifluoromethylthio)pyrrole (1) reacts with bases and Lewis bases to give salts and 1:1 adducts, respectively.The potassium (2b) and sodium salt (2c) as well as the adducts of pyridine (2d), NH3 (2e), and trimethylamine (2f) were prepared.Reactions of the silver or potassium salts with sulfenyl chlorides or SxCl2 (x = 1,2) give N-sulfenylated pyrroles 6a-f as well as dipyrrolylsulfane 5a and -disulfane 5b.Pentakis(trifluoromethylthio)pyrrole (6a) is a good mild sulfenylating agent, exchanging the CF3S group for acidic hydrogen atoms in alcohols, thioalcohols and amines.The silver salt 2a reacts with CF3SeCl to form 1-(trifuoromethylselenyl)-2,3,4,5-tetrakis(trifluoromethylthio)pyrrole (6g).Except 2a,d,f all other substances are sensitive against hydrolysis.
