4-isocyano-2,2,6,6-tetramethylpiperidin- 1-oxyl: a valuable precursor for the synthesis of new nitroxides.

Journal: Organic Letters
Published:
Abstract

To enrich the limited set of isonitriles typically employed, 4-isocyano-2,2,6,6-teramethylpiperidin-1-oxyl (1) is proposed as an isonitrile bearing a nitroxyl moiety. Isocyanide 1 was used in some reactions characteristic of isonitriles. Isoselenocyanate, amides (products of Passerini and Ugi reactions), and tetrazole derivative were obtained. The EPR spectra of the urea derivative 5b and a product of an Ugi reaction 7 (both dinitroxides) were analyzed. [structure: see text]

Authors
Jerzy Zakrzewski, Julia Jezierska, Jarosław Hupko