Igor L. Yudin

Synthesis of secondary and tertiary aminofurazans

Reactions of nitrofurazans with primary and secondary amines were studied. Conditions were found which allow the efficient replacement of the nitro group with these nucleophiles. Transformations of the amidoxime fragment, which is bound to the furazan ring and contains an amino substituent, enable one to substantially expand the spectrum of polyfunctional derivatives. The structures of the amines synthesized were studied by X-ray diffraction analysis.

(Pyrrol-1-yl)furazans

Short-time reactions of 3-amino-4-R-furazans with 2,5-dimethoxytetrahydrofuran in boiling acetic acid afford (pyrrol-1-yl)furazans. One of the products was characterized by X-ray diffraction analysis.

Synthesis of 2-(furazanyl)indolizines

Heating ofN-[2-(4-methylfurazan-3-yl)-2-oxoethyl]-2-methylpyridinium bromides inN,N-dimethylaniline affords indolizine derivatives, whereas in aniline a mixture of indole and indolizine derivatives is formed.

Synthesis of (indol-2-yl)furazans

The Bischler reaction and some its modifications were used for the synthesis of derivatives of (indol-2-yl)furazans starting from 3-bromoacetyl-4-methylfurazan and substituted annilines.