title: Oxidation of C-H bonds to C=O bonds by O2 only or N-oxides and DMSO: synthesis of Δ(1)-bipyrrolinones and pyrrolino[3,2-b]pyrrolinones from 2,6-diazasemibullvalenes.
abstract: 2,6-Diazasemibullvalenes (NSBVs) readily reacted with oxygen under mild conditions, affording Δ(1)-bipyrrolinones via C-N bond cleavage and C-H bond oxidation. Pyrrolino[3,2-b]pyrrolinone derivatives were efficiently generated when NSBVs were treated with N-oxides in the presence of Lewis acids. Δ(1)-Bipyrrolinones thus obtained could be readily transformed into other heterocycles.
authors.affiliation: Beijing National Laboratory for Molecular Sciences, MOE Key Laboratory of Bioorganic Chemistry and Molecular Engineering, College of Chemistry, Peking University, Beijing 100871, China.
authors.forename: Shaoguang
authors.initials: S
authors.lastname: Zhang
authors.forename: Ming
authors.initials: M
authors.lastname: Zhan
authors.forename: Qian
authors.initials: Q
authors.lastname: Luo
authors.forename: Wen-Xiong
authors.initials: WX
authors.lastname: Zhang
authors.forename: Zhenfeng
authors.initials: Z
authors.lastname: Xi