Scheme 2. Substrate scope of iodide-mediated dehydrogenative amination. The reactions were conducted on a0 .5 mmol scale. See the SupportingInformation for details. All yields are those of the isolated products. [a] 2a has also been produced under conditionswith stoichiometric chemical oxidants:PhI(OAc) 2 /cat. I 2 ,9 0%; [11a] PhI(OAc) 2 /I 3 À ,9 3%; [10g] mCPBA/cat. I 2 ,5 4%; [11c] [b] dr = 1:1. [c] dr = 1.8:1. [d] dr = 1.2:1. [e] With 2,6-lutidine instead of pyridine as additive. TsOH = p-toluenesulfonic acid.Scheme 3. Simplified mechanism for photo/electrochemical iodidemediated dehydrogenative CÀH/NÀHcoupling. Scheme 4. CVsofiodide and representative substrates.C onditions: 5mm substate in acetonitrile with KPF 6 (0.1 m)a ss upportingelectrolyte, glassy carbon as working electrode ( % 7.0 mm 2 ), and aplatinum wire counter electrode, scan rate = 100 mVs À1 .