para-Selective C–H Olefination of Aniline Derivatives via Pd/S,O-Ligand Catalysis
Author(s) -
Kananat Naksomboon,
Jordi Poater,
F. Matthias Bickelhaupt,
M. Ángeles FernándezIbáñez
Publication year - 2019
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/jacs.9b01908
Subject(s) - chemistry , aniline , ligand (biochemistry) , catalysis , substrate (aquarium) , selectivity , combinatorial chemistry , primary (astronomy) , scope (computer science) , organic chemistry , receptor , biochemistry , oceanography , physics , astronomy , computer science , programming language , geology
Herein we report a highly para-selective C-H olefination of aniline derivatives by a Pd/S,O-ligand-based catalyst. The reaction proceeds under mild reaction conditions with high efficiency and broad substrate scope, including mono-, di-, and trisubstituted tertiary, secondary, and primary anilines. The S,O-ligand is responsible for the dramatic improvements in substrate scope and the high para-selectivity observed. This methodology is operationally simple, scalable, and can be performed under aerobic conditions.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom