Synthesis and Reactivity of N-Allenyl Cyanamides

N-Allenyl cyanamides have been accessed via a one-pot deoxycyanamidation-isomerization approach using propargyl alcohol and N-cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS). The utility of this novel class of allenamide was explored through derivatization, with hydroarylation, hydroamination and cycloaddition protocols employed to access an array of cyanamide products that would be challenging to access using existing methods.

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 Spectrography spectra.

X-ray crystallographic data

Research results based upon these data are published at http://doi.org/10.1021/acs.orglett.8b02225