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Selective C-H Olefination of Indolines (C5) and Tetrahydroquinolines (C6) by Pd/S,O-Ligand Catalysis

Authors :
Matthijs Hakkennes
Kit Ming Wong
Wen-Liang Jia
Kananat Naksomboon
Thomas Morsch
Nick Westerveld
M. Ángeles Fernández-Ibáñez
Synthetic Organic Chemistry (HIMS, FNWI)
Source :
Organic Letters, 21(23), 9339-9342. American Chemical Society, Organic Letters
Publication Year :
2019
Publisher :
American Chemical Society, 2019.

Abstract

Herein, we report a highly selective C-H olefination of directing-group-free indolines (C5) and tetrahydroquinolines (C6) by Pd/S,O-ligand catalysis. In the presence of the S,O-ligand, a wide range of challenging indolines, tetrahydroquinolines, and olefins was efficiently olefinated under mild reaction conditions. The synthetic potential of this methodology was demonstrated by the efficient olefination of several indoline-based natural products.

Details

Language :
English
ISSN :
15237060
Volume :
21
Issue :
23
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....e9d4034ebeaf1c9e211515e661a6e0b2