Chemical behaviour of trimethylammonium N-methylides substituted with nitrogen-containing heteroaromatic rings. Rearrangement of N,N-dimethyl(pyridylmethyl)ammonium, N,N-dimethyl-(1-methylpyrrolylmethyl)ammonium and N,N-dimethyl-(1-methylindolylmethyl)ammonium N-methylides

Abstract

N,N-Dimethyl(pyridylmethyl)ammonium N-methylides 2, 6, 11, N,N-dimethyl(1-methylpyrrolylmethyl)ammonium N-methylides 15, 20 and N,N-dimethyl(1-methylindolylmethyl)ammonium N-methylides 23, 28 were generated by fluoride ion-induced desilylation of the corresponding (trimethylsilyl)methylammonium salts 1, 5, 10, 14, 19, 22 and 27, and the isomerization products of the ylides were investigated.