Noncatalytic pyridyl-directed alkylation and arylation carbon-fluorine bond of polyfluoroarenes with Grignard reagents

Yang Xiong; Jingjing Wu; Senhan Xiao; Juan Xiao; Song Cao

doi:10.1021/jo400424d

Noncatalytic pyridyl-directed alkylation and arylation carbon-fluorine bond of polyfluoroarenes with Grignard reagents

J Org Chem. 2013 May 3;78(9):4599-603. doi: 10.1021/jo400424d. Epub 2013 Apr 24.

Authors

Yang Xiong¹, Jingjing Wu, Senhan Xiao, Juan Xiao, Song Cao

Affiliation

¹ Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China.

PMID: 23582076
DOI: 10.1021/jo400424d

Abstract

Cross-coupling reaction of polyfluoroarenes with Grignard reagents via pyridine-directed cleavage of C-F bond in the absence of metal catalysts was developed. A possible mechanism was suggested.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkylation
Carbon / chemistry*
Catalysis
Fluorine / chemistry*
Fluorobenzenes / chemical synthesis*
Fluorobenzenes / chemistry
Organometallic Compounds / chemistry
Pyridines / chemical synthesis*
Pyridines / chemistry

Substances

Fluorobenzenes
Organometallic Compounds
Pyridines
Fluorine
Carbon