To further gain insight into the functional group tolerance of the protocol before investigating the protocol on more complex, drug-like substrates, an intermolecular reaction screening was performed (Table ). To this end, additives that may be labile towards oxidative and/or base-induced decomposition were added to the reaction mixture. After 48 h, both the yield of desired product 1a as well as the amounts of remaining additive and substrate 1 were determined. Interestingly, none of the tested additives completely inhibited the reaction. Strikingly, styrene is mostly stable (87% recovered; entry 3) under the reaction conditions, suggesting the absence of significant free radical reactivity. Even a secondary alcohol (cyclohexanol, 83% recovered) survives mostly intact. Only benzaldehyde and benzyl alcohol formed secondary products under the reaction conditions. Benzyl alcohol reacted to benzyl benzoate (95%), likely by nucleophilic attack of PhCO 3 t Bu. In the reaction with benzaldehyde, various products [1,2-diphenyl-ethanone, 1,2-diphenylethanedione, and 2-(benzyloxy)-1,2-diphenyl-ethanone] were identified, which suggests more complex reaction mechanisms. Finally, the presence of common hetereocycles such as pyridine (entry 9) and 2methyl imidazole (entry 10) is not detrimental to the cyanation reacticity, which proceeds as efficiently as in the absence of these additives (94% and 92% yield, respectively). Importantly, pyridine and 2-methyl imidazole also remain intact under the reaction conditions (97% and 91% recovered). This is notable, since these and similar heterocyclic substrates can form N-oxides in the presence of peroxide oxidants. Overall, the intermolecular reaction screening predicts that the protocol should be applicable for the α-C-H cyanation of complex amine substrates.