Nitrenium ions.Part 5. For Part 4 see ref. 1 Reactions of N,N-dimethyl-p-benzoyloxyaniline-iminium chloride with indoles and indolizines. X-ray structure of unexpected [2-chloro-4-(4-dimethylaminophenyl-ONN-azoxy)phenyl]dimethylamine (azoxy derivative)
N,N-Dimethyl-p-nitrosoaniline reacts with benzoyl chloride affording a complex salt containing a cation, a hybrid between a nitrenium ion and an iminium ion. The salt reacts with nucleophiles (indoles, indolizines) yielding compounds characterized by a new carbon-nitrogen bond, derived from the nitrenium ion form. According to the type of nucleophile, the reaction, to differing extents, is in competition
The metalcarbonyls Fe(CO)5˙ Ru3(CO)12, and Rh6(CO)16 are catalysts for the deoxygenation of ortho-nitrostyrenes under carbonmonoxide pressure to give indole derivatives; the crystal structure of a non-catalytically active rhodium complex obtained during the synthesis of (5e) is reported.