title: Sequential Michael addition/retro-Claisen condensation of aromatic β-diketones with α,β-unsaturated esters: an approach to obtain 1,5-ketoesters.
abstract: A K2CO3-catalyzed one-pot protocol involving sequential C-C bond formation and cleavage of aromatic β-diketones with α,β-unsaturated esters is developed to obtain 1,5-ketoesters. The sequential reaction via Michael addition and retro-Claisen condensation proceeds smoothly under mild conditions in up to 98% isolated yield. The mechanism study disclosed that the cascade process involved C-C bond cleavage of aromatic β-diketone as a phenacyl donor under alcoholic alkalescent conditions.
authors.affiliation: Key Laboratory of Applied Chemistry of Chongqing Municipality, Institute of Bioorganic & Medicinal Chemistry, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China and Beijing National Laboratory for Molecular Sciences, Beijing 100190, China. gxcai@swu.edu.cn zhouch@swu.edu.cn.
authors.forename: Gui-Xin
authors.initials: GX
authors.lastname: Cai
authors.affiliation: Key Laboratory of Applied Chemistry of Chongqing Municipality, Institute of Bioorganic & Medicinal Chemistry, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
authors.forename: Jing
authors.initials: J
authors.lastname: Wen
authors.affiliation: Key Laboratory of Applied Chemistry of Chongqing Municipality, Institute of Bioorganic & Medicinal Chemistry, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
authors.forename: Ting-Ting
authors.initials: TT
authors.lastname: Lai
authors.affiliation: Key Laboratory of Applied Chemistry of Chongqing Municipality, Institute of Bioorganic & Medicinal Chemistry, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
authors.forename: Dan
authors.initials: D
authors.lastname: Xie
authors.affiliation: Key Laboratory of Applied Chemistry of Chongqing Municipality, Institute of Bioorganic & Medicinal Chemistry, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
authors.forename: Cheng-He
authors.initials: CH
authors.lastname: Zhou