Photochemical Reactivity of α-Sulfonyloxy Enones: An Easy Method for Arylation of 1,2-Diketones

Article abstract of DOI:10.1021/jo00187a011

3-Aryl-1,2-cyclohexanediones 4 are prepared conveniently by photolysis of the corresponding 2-((arylsulfonyl)oxy)cyclohex-2-enones 1.The reaction was shown to occur from a triplet excited state.A biphotonic process involving the normal photo-Fries product 14 as an intermediate was ruled out by preparing and irradiating this compound.The difference of reactivity between 1 and 2-((arylsulfonyl)amido)cyclohexenones is discussed.