Electrochemical Alkene Azidocyanation via 1,4-Nitrile Migration: data

An electrochemical method for the azidocyanation of alkenes via 1,4-nitrile migration has been developed. This organic oxidant free method is applicable across various alkene containing cyanohydrins, and provides access to a broad range of synthetically useful 1,2-azidonitriles (28 examples). This methodology was extended to an electrochemical alkene sulfonylcyanation procedure, as well as to access a trifunctionalized hexanenitrile from a malononitrile starting material. The orthogonal derivatization of the products was also demonstrated through chemoselective transformations.

Analysis of reaction products from this methodology resulted in the following data:

1H, 19F and 13C NMR raw data files

IR spectra

High resolution mass spectrometry spectra.

Research results based upon these data are published at http://doi.org/10.1039/D2CC02958H