Thus, for those substrates, harsher reaction conditions were required. A slight adaption of the original conditions to elevated temperatures (65 °C) and prolonged reaction times of 11 d finally resulted in the formation of 5ah in 52% yield using DCM again as the solvent (entry 8). Various substituted iodoarenes 4 were oxidized and cyclized using these optimized conditions to generate a diverse set of azoiodazinium salts 5 (Figure ). The orthofunctionalized salts 5ab-5ac were formed in low yields, likely due to steric hindrance.