Catalytic Nucleophilic Fluorination of Secondary and Tertiary Propargylic Electrophiles with a Copper-N-Heterocyclic Carbene Complex.
File(s)
Published version
Author(s)
Cheng, LJ
Cordier, CJ
Type
Journal Article
Abstract
A catalytic method for the nucleophilic fluorination of propargylic electrophiles is described. Our protocol involves the use of a Cu(NHC) complex as the catalyst and is suitable for the preparation of secondary and tertiary propargylic fluorides without the formation of isomeric fluoroallenes. Preliminary mechanistic investigations suggest that fluorination proceeds via copper acetylides and that cationic species are involved.
Date Issued
2015-09-25
Date Acceptance
2015-09-25
Citation
Angewandte Chemie - International Edition, 2015, 54 (46), pp.13734-13738
ISSN
1433-7851
Publisher
Wiley-VCH Verlag
Start Page
13734
End Page
13738
Journal / Book Title
Angewandte Chemie - International Edition
Volume
54
Issue
46
Copyright Statement
© 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
License URL
Subjects
alkynes
carbene ligands
copper
fluorine
homogeneous catalysis
Publication Status
Published