A NEW AROMATIZATION OF 1,2-CYCLOHEXANEDIONES EASY SYNTHESIS OF 3-ARYLCATECHOLS
1,2-Cyclohexadienones 2 were converted to cathechols 1 by action of tosyl chloride, potassium carbonate and AIBN. 2-Tosyloxy-2-cyclohexenones 3 were shown to be the intermediates of this transformation.This new reaction allowed a general synthesis of various 3-arylcatechols.
Feigenbaum, Alexandre,Pete, Jean-Pierre,Poquet-Dhimane, Anne
p. 73 - 74
(2007/10/02)
Photochemical Reactivity of α-Sulfonyloxy Enones: An Easy Method for Arylation of 1,2-Diketones
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.