In 2018, Frenette and Pfizer developed visible light conditions for Minisci reactions. Also in 2018, Shenvi used HAT/Ni dual catalysis to hydroarylate oxetane alkylidenes with aryl halides via a 3-alkyloxetane radical. In 2020, Terrett and Huestis reported the synthesis of 3-aryl-3-amino oxetanes and azetidines through the photocatalytic generation and coupling of 3-amino radical intermediates with aryl halides. Very recently, 3-silyloxy azetidine and oxetane radicals were reported by Shen from 3-silyl azetidin-3-ols and oxetan-3-ols through a radical 1,2-silyl transfer which underwent C-C coupling with Michael acceptors. Following our interest in 3-aryloxetane and azetidine derivatives involving carbocation intermediates, we envisaged that benzylic oxetane radicals would broaden the range of options for oxetane incorporation and provide access to valuable, unexplored and medicinally relevant chemical space under mild photoredox conditions. However, tertiary benzylic radicals remain underinvestigated in photoredox catalysis and might be expected to display low reactivity in their addition reactions due to their relatively stabilized nature. Further, benzylic radicals are prone to oxidation to form stabilized carbocations via radical-polar crossover pathways. To date, there have been no reports of the reaction of 3-aryloxetane or azetidine radicals, and the effect of the 4-membered ring on the reactivity and radical structure were unclear at the outset of this work.