At the beginning of our investigation, the hindered dialkyl ethers were synthesized using Ntosylhydrazone 1b (derived from ketone 1a) and the tertiary alcohol (1c 2-phenyl-2-propanol) as model substrates (Table ). Following the systematic optimization, the desired hindered ether (1d) was obtained with a high yield of 85% under the irradiation of 40 W 427 nm Kessil lamps (entry 1). Alternative light sources, such as 456 nm and 390 nm Kessil lamps, were also tested, but exhibited lower reactivity than the 427 nm Kessil lamps (entries 2-3). Several bases were subsequently evaluated for their impact on the reaction. However, Cs 2 CO 3 , K 2 CO 3 , and DBN were found to be less effective than DBU (entries 4-6). Further exploration revealed 1,4-dioxane as the optimal solvent for this system (entries 7-8, please see Table for further optimizations). The control experiments confirmed the essential roles of both base and light in the reaction (entries 9-10). Additionally, the thermal conditions were tested, revealing no product formation even at the elevated temperatures of 100 ºC, demonstrating the critical role of light in this method (entry 11). 11 No light and heating to 100 o C N.R.