Premium
Ligand‐Promoted Non‐Directed C−H Cyanation of Arenes
Author(s) -
Liu LuoYan,
Yeung KapSun,
Yu JinQuan
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201805772
Subject(s) - cyanation , chemistry , reagent , ligand (biochemistry) , combinatorial chemistry , limiting , bond cleavage , stereochemistry , rate determining step , medicinal chemistry , organic chemistry , catalysis , receptor , biochemistry , mechanical engineering , engineering
This article reports the first example of a 2‐pyridone accelerated non‐directed C−H cyanation with an arene as the limiting reagent. This protocol is compatible with a broad scope of arenes, including advanced intermediates, drug molecules, and natural products. A kinetic isotope experiment ( k H / k D =4.40) indicates that the C−H bond cleavage is the rate‐limiting step. Also, the reaction is readily scalable, further showcasing the synthetic utility of this method.
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