With the optimized protocol in hand, the scope and limitation of the intramolecular hydroalkoxylation was first investigated (Figure ). Various γ-hydroxy alkenes were examined bearing a range of functional groups including esters (2b), aryl halides (2d-e), heterocycles (2f-h), fused aromatics (2i-k), and acid-sensitive protecting groups (2l), which afforded cyclization products in good yields. We were particularly interested in substrates that are incompatible with strong chemical oxidants such as N-fluoropyridiniums or I III reagents. To this, the electrocatalytic system demonstrated excellent compatibility with electrophores such as sulfide (2s), tertiary amines (2t), or electron-rich aryls (2u), which is consistent with the low potential of Co III/IV transition. Ring closure to afford a 6membered-ring proceeded smoothly (2v), while medium-ring formation was rather difficult (2w). On the nucleophile side, more hindered secondary alcohols as well as tertiary alcohols can be employed (2x-2aa). The addition of carboxylic acid was also demonstrated in both intra-and intermolecular fashion (Figure ). Notably, potential byproducts derived from anodic decarboxylation were not observed. Regarding the alkene substitutions, unactivated monosubstituted alkenes and styrenes proved viable, while 1,1-disubsituted alkenes afforded mostly isomerization (2ab). This corroborates with previous observations in chemical oxidant-mediated reactions, which could be attributable to the disfavored formation of corresponding organocobalt(IV) species. Internal olefins except for aryl substituted ones (4e) generally displayed low reactivity, which was anticipated for Co-H HAT-initiated reactions. For 4b-e, 3.0 equiv. carboxylic acid was used.