Palladium‐Catalyzed Domino Process to Construct 2,3,9,9 a ‐Tetrahydro‐1 H ‐Fluorene Derivatives:Transient σ‐Alkylpalladium(II) Complex Mediated C(sp 2 )‐H Bond Activation | Zendy

Chi Xiaochen | Zendy; Meng Long | Zendy; Pang Qingyang | Zendy; Guo Lianfeng | Zendy; Liu Qing | Zendy; Zhao Pingping | Zendy; Zhang Daopeng | Zendy; Sun Fenggang | Zendy; Li Xinjin | Zendy; Liu Hui | Zendy

Premium

Palladium‐Catalyzed Domino Process to Construct 2,3,9,9 a ‐Tetrahydro‐1 H ‐Fluorene Derivatives:Transient σ‐Alkylpalladium(II) Complex Mediated C(sp 2 )‐H Bond Activation

Author(s) -

Chi Xiaochen,

Meng Long,

Pang Qingyang,

Guo Lianfeng,

Liu Qing,

Zhao Pingping,

Zhang Daopeng,

Sun Fenggang,

Li Xinjin,

Liu Hui

Publication year - 2019

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201900600

Subject(s) - chemistry , palladium , intramolecular force , chemoselectivity , fluorene , cascade reaction , domino , medicinal chemistry , stereochemistry , metallacycle , catalysis , organic chemistry , polymer , x ray crystallography , physics , diffraction , optics

A palladium‐catalyzed cascade reaction involving domino Heck/intramolecular C−H arylation to construct 2,3,9,9 a ‐tetrahydro‐1 H ‐fluorene derivatives was developed. Products are obtained in moderate to excellent yields. The transient σ‐alkylpalladium(II) complex is the key intermediate, which mediates the C(sp 2 )‐H bond activation via a six‐metallacycle. According to a transient σ‐alkylpalladium(II) complex, the control experiment demonstrates that β‐H elimination is faster than C−H activation. The methodology shows high chemoselectivity and good functional group tolerance.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research