Exploratory study on photoinduced single electron transfer reactions of. alpha.,. beta.-epoxy ketones with amines

E Hasegawa, K Ishiyama, T Horaguchi…

Index: Hasegawa, Eietsu; Ishiyama, Kenyuki; Horaguchi, Takaaki; Shimizu, Takahachi Journal of Organic Chemistry, 1991 , vol. 56, # 4 p. 1631 - 1635

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Citation Number: 72

Abstract

Photoinduced single electron transfer (SET) reactions of a,@-epoxy ketones have been studied using alkylamine electron donors. Irradiation of chalcone epoxide 1 with triethylamine (TEA) afforded@-diketone 2 and &hydroxy ketone 3. Photoreaction of 1 with TEA in MeOH resulted in a slightly increased product ratio (3/2) compared with that in MeCN. When 1, 4-diazabicyclo [2.2. 2] octane (DABCO) was used instead of TEA, a ...