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Transition‐Metal‐Free Electrophilic Fluoroalkanesulfinylation of Electron‐Rich (Het)Arenes with Fluoroalkyl Heteroaryl Sulfones via C(Het)−S and S=O Bond Cleavage
Author(s) -
Wei Jun,
Bao Kun,
Qi Chengcheng,
Liu Yao,
Ni Chuanfa,
Sheng Rong,
Hu Jinbo
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900959
Subject(s) - synthon , chemistry , electrophile , cleavage (geology) , transition metal , electrophilic addition , stereochemistry , medicinal chemistry , bond cleavage , catalysis , organic chemistry , geotechnical engineering , fracture (geology) , engineering
A novel Ph 2 P(O)Cl‐mediated direct fluoroalkanesulfinylation of electron‐rich (het)arenes using fluoroalkyl heteroaryl sulfones as the R f SO source (R f =C 4 F 9 , CF 2 Cl, CF 2 Br, and CF 2 COOEt) was developed. This is the first example where 2‐HetSO 2 R f performs as the R f SO synthon in organic synthesis via both C(Het)−S and S=O bond cleavage.