The Use of Fluoride as a Leaving Group: S N 2′ Displacement of a CF Bond on 3,3‐Difluoropropenes with Organolithium Reagents To Give Direct Access to Monofluoroalkenes | Zendy

Bergeron Maxime | Zendy; Johnson Thomas | Zendy; Paquin JeanFrançois | Zendy

Premium

The Use of Fluoride as a Leaving Group: S N 2′ Displacement of a CF Bond on 3,3‐Difluoropropenes with Organolithium Reagents To Give Direct Access to Monofluoroalkenes

Author(s) -

Bergeron Maxime,

Johnson Thomas,

Paquin JeanFrançois

Publication year - 2011

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201105138

Subject(s) - fluoride , leaving group , reagent , chemistry , nucleophile , lithium fluoride , nucleophilic substitution , combinatorial chemistry , substitution reaction , group (periodic table) , fluorine , lithium (medication) , medicinal chemistry , inorganic chemistry , organic chemistry , catalysis , psychology , psychiatry

Lithium is the key to activate the nucleofuge ability of fluoride in the title transformation (see scheme). This simple and straightforward approach not only provides a practical synthetic method for the preparation of monofluoroalkenes, an important fluorinated motif, but also demonstrates the ability of fluoride to act as a competent leaving group in nucleophilic substitution reactions.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research