title: α,β-Double Electrophilic Addition of Allene-1,3-Dicarboxylic Esters for the Construction of Polysubstituted Furans by KI/tert-Butyl Hydroperoxide (TBHP)-Promoted Oxidative Annulation.
abstract: An unprecedented KI/tert-butyl hydroperoxide promoted tandem Michael addition/oxidative annulation of allene-1,3-dicarboxylic esters and 1,3-dicarbonyl compounds has been developed. This procedure provides a new, facile, and transition-metal-free synthetic approach to afford polysubstituted furans in moderate to excellent yields (up to 93 %). This method first establishes a α,β-double electrophilic reaction mode of allene-1,3-dicarboxylic esters to form 1,3-dicarbonyl compounds.
authors.affiliation: Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, P.R. China.
authors.forename: Hong-Liang
authors.initials: HL
authors.lastname: Li
authors.affiliation: Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, P.R. China.
authors.forename: Yu
authors.initials: Y
authors.lastname: Wang
authors.affiliation: Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, P.R. China.
authors.forename: Pei-Pei
authors.initials: PP
authors.lastname: Sun
authors.affiliation: Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, P.R. China. xyluo@ecust.edu.cn.
authors.forename: Xiaoyan
authors.initials: X
authors.lastname: Luo
authors.affiliation: College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, 310014, P.R. China.
authors.forename: Zhenlu
authors.initials: Z
authors.lastname: Shen
authors.affiliation: Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, P.R. China. weiping_deng@ecust.edu.cn.|College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, 310014, P.R. China. weiping_deng@ecust.edu.cn.
authors.forename: Wei-Ping
authors.initials: WP
authors.lastname: Deng
keywords: Michael addition; allenes; annulation; heterocycles; synthesis design