E. Ya. Zinchenko

Synthesis of benzo(aminomethyl)indoles

The benzene ring in indoles has been aminomethylated in high yield by reaction with methylolphthalimide followed by hydrazinolysis of the phthalimidomethyl derivatives. In the hydrazinolysis of one of the phthalimidomethyl compounds, an intermediate product (the amino-methylindole phthalazine) was isolated and characterized.

MASS-SPECTRAL BEHAVIOR OF NITROHYDROXY- AND NITROMETHOXYMETHYLINDOLES

The principal pathways in the fragmentation of isomeric nitrohydroxy- and nitromethoxymethylindoles containing functional groups in the benzene ring were established by means of high-resolution mass spectrometry and deuterium labeling. The fragmentation of these compounds proceeds via different pathways as a function of the orientation of the functional substituants and the pyrrole nitrogen atom and differs from the fragmentation of other nitroarenes. The data obtained make it possible to reliably identify isomeric substances.

Chemistry of indole: XXXIV. Bromination of 5-substituted indoles

Bromination of various 5-hydroxyindole derivatives gives 6-bromo-5-hydroxyindole. Bromination in the 4 position is observed when the 6 position is occupied.