Abstract

Tetrakis(trifluoromethylthio)pyrrole(I) reacts with NaOCl or NaOBr in CCl 4 to the respective N-halogenated derivatives. The N-Chloro-tetrakis(trifluoromethylthio)pyrrole-(II) is an excellent precursor for nucleophilic exchange reactions. Reaction with NaF, KCN, KOCN, AgSeCN and NaX (X = SCN, NH 2, SH) leads to corresponding N-functionalised derivatives. In boiling CCl 4 in the presence of pyridine, (I) reacts with ClSN (monomer) to the N-thiazyl-tetrakis- (trifluoromethylthio)pyrrole. This compound, like its N-cyano analog, undergoes [4 + 2] cycloaddition with butadiene.

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