Copper(i) iodide-catalyzed synthesis of N,N′ …

In notating redox reactions, chemists typically write out the electrons explicitly:This half-reaction says that we have solid copper (with no charge) being oxidized (losing electrons) to form a copper ion with a plus 2 charge.

Copper(I) iodide is the inorganic compound with the formula CuI

A facile and effective synthesis of N-alkyl-N′-arylguanidines was accomplished by the reaction of N-arylcyanamides with various primary and secondary alkylamines, under the catalysis of copper(i) iodide and Xantphos in DMF. This methodology provides a direct access to versatile N,N′- disubstituted guanidine derivatives from N-arylcyanamides that can be readily prepared from the corresponding nitriles via Tiemann rearrangement.


Copper(I) iodide is usually made by the reduction of copper(II) salts

T1 - Copper(i) iodide-catalyzed synthesis of N,N′-disubstituted guanidines from n-substituted cyanamides

N2 - A facile and effective synthesis of N-alkyl-N′-arylguanidines was accomplished by the reaction of N-arylcyanamides with various primary and secondary alkylamines, under the catalysis of copper(i) iodide and Xantphos in DMF. This methodology provides a direct access to versatile N,N′- disubstituted guanidine derivatives from N-arylcyanamides that can be readily prepared from the corresponding nitriles via Tiemann rearrangement.