Selective C–H Olefination of Indolines (C5) and Tetrahydroquinolines (C6) by Pd/S,O-Ligand Catalysis
Author(s) -
WenLiang Jia,
Nick Westerveld,
Kit Ming Wong,
Thomas R. Morsch,
Matthijs Hakkennes,
Kananat Naksomboon,
M. Ángeles FernándezIbáñez
Publication year - 2019
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.9b03505
Subject(s) - chemistry , indoline , ligand (biochemistry) , catalysis , combinatorial chemistry , stereochemistry , organic chemistry , receptor , biochemistry
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.
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