title: Synthesis of benzobicycloheptanones via the trap of photogenerated ketene methide intermediate with olefins.
abstract: Irradiation of ortho-formyl dienes with UV light led to benzobicycloheptanones in high yields and chemoselectivities via a photogenerated ketene methide/Diels-Alder cascade reaction. The reaction mechanism was proposed to be a [1,5]-H shift process rather than a radical pathway based on control experiments. DFT calculations indicate that the energy of transition states is responsible for the high chemoselectivity observed in this protocol.
authors.affiliation: State Key Lab of Urban Water Resource and Environment, the Academy of Fundamental and Interdisciplinary Sciences, Harbin Institute of Technology , Harbin 150080 China.
authors.forename: Qiang
authors.initials: Q
authors.lastname: Liu
authors.forename: Jiang
authors.initials: J
authors.lastname: Meng
authors.forename: Yang
authors.initials: Y
authors.lastname: Liu
authors.forename: Chao
authors.initials: C
authors.lastname: Yang
authors.forename: Wujiong
authors.initials: W
authors.lastname: Xia