Based on literature reports and the above mechanistic investigations, a plausible mechanism is proposed and depicted in Scheme 6. First, reaction of 4methylcyclohexanone 1 and TIPSOTf led to the in situ generation of silyl enol ether A, which was oxidized by the excited-state photosensitizer [Ir(Ⅲ)] * to give radical cation species B and [Ir(Ⅱ)]. Next, B was deprotonated at the acidic β-methylene position in the presence of a base to give the allylic radical C, which was then trapped by Co(Ⅱ), followed by β-H elimination to deliver the silyl dienol ether intermediate D and cobalt(Ⅲ) hydride species. Subsequently, Co((Ⅲ)-H species was protonated to release H2 and regenerate Co Ⅲ (dmgH)2(DMAP)Cl. Single electron transfer between Ir(Ⅱ) and Co Ⅲ (dmgH)2(DMAP)Cl generated Ir(Ⅲ) and Co(II) to close the photoredox catalysis cycle. Silyl dienol ether D repeated first catalytic cycle to give the silyl ether of phenol F, which was deprotected by tetrabutylammonium fluoride to give the target phenol product 2. Scheme 6. Proposed mechanism for the reaction. In summary, a general photocatalytic dehydrogenative aromatization of cyclohexanones or cyclohexenones phenols has been developed. The mechanistic investigations indicate that the reaction undergoes a dual catalyzed free radical cation process of the enol silyl ether. The reaction features the synthesis of phenols from cyclohexanones and cyclohexenones with diverse substitution patterns, which are difficult to access otherwise. This one-pot precedure circumvents the preformation of silyl enol ethers from cyclohexanones, providing a direct and straightforward access to phenols.