Trialkylboranes and alkyl-catecholboranes (commercially available or prepared by hydroboration of olefins) represent a versatile source of alkyl radicals which can be used in different synthetic transformations.¹ The nucleophilic character of the radicals generated makes possible their addition to suitable electrophilic traps.² In this work we describe the addition of alkyl radicals to hydrazones which by turn can serve as a method for the functionalization of olefins. Additionally, we present insights about how the corresponding products can be further transformed into compounds of synthetic value.

[1] Cyril Ollivier, Philippe Renaud, Chem. Rev. 2001, 101, 3415−3434.
[2] Gregory K. Friestad, Tetrahedron, 2001, 57, 5461-5496.