Chemoselective Catalytic α-Oxidation of Carboxylic Acids: Iron/Alkali Metal Cooperative Redox Active Catalysis
Tsukushi Tanaka, Ryo Yazaki* and Takashi Ohshima*
*Graduate School of Pharmaceutical Sciences, Kyushu University, Maidashi, Higashi-ku, Fukuoka 812-8582, Japan,
Email: yazaki
phar.kyushu-u.ac.jp, ohshimaphar.kyushu-u.ac.jp
T. Tanaka, R. Yazaki, T. Ohshima, J. Am. Chem. Soc., 2020, 142, 4517-4524.
DOI: 10.1021/jacs.0c00727
see article for more reactions
Abstract
α-Oxidation of a variety of carboxylic acids, which preferentially undergo undesired decarboxylation under radical conditions, proceeded efficiently under optimized conditions via a chemoselective enolization without stoichiometric amounts of Brønsted base. The formed redox-active heterobimetallic enediolate efficiently coupled with free radical TEMPO.
see article for more examples
Key Words
ID: J48-Y2020
